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Format: 1 online resource (523 pages)

ISBN: 0-12-822182-8

Content: N-Sulfonated-N-Heterocycles covers the synthesis, chemistry and biological applications of these compounds, focusing on pioneering synthetic approaches, mechanistic insights and their limitations, as well as recent advances in this field. The synthesis of some of N-sulfonated N-heterocycles and their transformation to other useful cyclic and acyclic compounds are discussed, as well as their uses as useful intermediates in the preparation of polymeric and medicinal materials.

Note: Front Cover -- N-Sulfonated-N-Heterocycles -- Copyright Page -- Contents -- About the authors -- 1 Synthesis of N-sulfonated aziridines -- 1.1 Introduction -- 1.2 Synthesis of N-sulfonated aziridines via transferring of nitrogen to alkenes -- 1.2.1 The addition of nitrene species to alkenes -- 1.2.1.1 Nitrene transfer reactions using sulfonylimino iodinanes as nitrene precursors -- 1.2.1.2 Nitrene transfer reactions using sulfonamides as nitrene precursors -- 1.2.1.3 Nitrene transfer reactions using N-sulfonyl azides as nitrene precursors -- 1.2.1.4 Nitrene transfer reactions using haloamine-T as nitrene precursors -- 1.2.2 The addition of nitrogen-centered radical species to alkenes -- 1.3 Synthesis of N-sulfonated aziridines via transferring of carbon to N-sulfonyl imines -- 1.3.1 Direct aza-Darzens reaction -- 1.3.2 Reaction of N-sulfonyl imines with sulfonium ylides -- 1.4 Synthesis of N-sulfonated aziridines via intramolecular cyclization of amine derivatives -- References -- 2 Chemistry of N-sulfonated aziridines and their use in polymerization reactions -- 2.1 Introduction -- 2.2 Chemistry of N-sulfonated aziridines -- 2.2.1 Ring-opening of N-sulfonated aziridines to acyclic amine derivatives -- 2.2.1.1 To β-phenylethylamine derivatives -- 2.2.1.2 To vicinal diamines -- 2.2.1.3 To allyl amines and enamines -- 2.2.1.4 To Ketimines -- 2.2.2 Ring-opening of N-sulfonated aziridines to other cyclic N-sulfonated aza-heterocycles -- 2.2.2.1 To N-sulfonated four-membered heterocycles -- 2.2.2.2 To N-sulfonated five-membered heterocyclic ring -- 2.2.2.3 To N-sulfonated six-membered heterocyclic ring -- 2.2.2.4 To N-sulfonated seven-membered heterocyclic ring -- 2.3 Uses of N-sulfonated aziridines in living aza-anionic polymerization -- 2.3.1 Bis(trimethylsilyl)amides-catalyzed anionic ring-opening polymerization of N-sulfonated aziridines. , 2.3.1.1 Copolymerization of different N-sulfonylaziridine monomers -- 2.3.2 Organocatalytic ring-opening polymerization of N-sulfonated aziridines -- 2.3.3 Synthesis of copolymers and block copolymers of N-sulfonylaziridine monomers with different well-known monomers -- 2.3.4 Functionalized poly(sulfonylaziridine)s prepared via APOR polymerization of N-sulfonylaziridine -- 2.3.4.1 Polyaziridine-based linear in-chain functionalized polymers -- 2.3.4.2 Polyaziridine-based linear chain-end functionalized polymers: Telechelic polyaziridines -- 2.3.4.3 Recent synthetic developments of polyaziridine-based macromolecular architectural polymers -- 2.3.5 Desulfonation: easy access of linear polyamides from polyaziridine prepared via the anionic polymerization of N-sulfo... -- References -- 3 Synthesis of N-sulfonated azetidines and β-lactemes and their applications -- 3.1 Introduction -- 3.2 Synthesis of sulfonyl-activated azetidines and azetidin-2-ones -- 3.2.1 Ring expansion of sulfonyl-activated azidirine -- 3.2.1.1 To sulfonyl-activated azetidine -- 3.2.1.2 To sulfonyl-activated azetidin-2-ones (sulfonyl-activated β-lactam) -- 3.2.2 Synthesis of N-sulfonylazetidines via cycloaddition reactions -- 3.2.3 Synthesis of sulfonyl-activated azetidines and azetidin-2-ones via intramolecular cyclization of amine derivatives or... -- 3.2.3.1 To N-sulfonyl azetidines -- 3.2.3.2 N-sulfonyl azetidinone (N-sulfonyl β-lactam) -- 3.2.4 Synthesis of N-sulfonyl azetidine via ring contraction of 2-pyrrol-one -- 3.2.5 Synthesis of bicyclic β-lactams via a crossed-benzoin/oxy-cope rearrangement -- 3.3 Chemistry of sulfonyl-activated azetidine and azetidin-2-ones -- 3.3.1 To acyclic amine derivatives -- 3.3.2 To benzosultams -- 3.4 Sulfonyl-activated azetidine and azetidin-2-ones in polymerization application. , 3.4.1 Synthesis of poly(N-sulfonylaziridine)s via anionic polymerization -- 3.4.2 Synthesis of β-lactam-containing polymers via metathesis polymerization -- References -- 4 N-Sulfonated N-azoles: Synthesis, chemistry and biological applications -- 4.1 Introduction -- 4.2 N-Sulfonated pyrroles -- 4.2.1 Synthesis -- 4.2.1.1 N-Sulfonyl triazole as a α-imino metallocarbene precursor in the synthesis of N-sulfonyl pyrroles and their derivatives -- 4.2.1.2 Transannulation reactions of N-sulfonyl triazoles with alkynes -- 4.2.1.3 Transannulation reactions of N-sulfonyl triazoles with alkenes -- 4.2.1.4 N-sulfonyl aziridines as a precursor for synthesis N-sulfonyl pyrroles and their derivatives -- 4.2.1.5 N-Sulfonyl ynamides as a precursor in the synthesis of fused N-sulfonyl pyrroles and their derivatives -- 4.2.2 Biological activity of N-tosyl pyrroles -- 4.2.2.1 Anticancer activity -- 4.2.2.2 Antiviral activity -- 4.3 Synthesis of N-tosyl isoxazoles and their derivatives -- 4.3.1 Synthesis -- 4.4 Synthesis of N-tosyl oxazoles and their derivatives -- 4.4.1 Synthesis -- 4.5 Synthesis of N-tosyl-1,2-thiazole and its derivatives -- 4.5.1 Synthesis -- 4.6 Synthesis of N-tosyl thiazole and its derivatives -- 4.6.1 Synthesis -- References -- 5 Synthesis of N-sulfonated N-diazoles, their chemistry and biological assessments -- 5.1 Introduction -- 5.2 Synthesis of N-sulfonylimidazole and its derivatives -- 5.3 Uses of N-sulfonylimidazole derivatives -- 5.4 Chemistry of N-sulfonylpyrazoles -- 5.4.1 Synthesis of N-sulfonylated pyrazoles -- 5.5 Chemistry of N-sulfonylthiadiazole derivatives -- 5.5.1 Chemistry of thiadiazole moiety -- 5.6 Synthesis of 1,3,4-thiadiazole and 1,2,3-thiadiazole derivatives -- 5.7 Chemistry of N-sulfonyl-1,3,4-oxadiazoles -- References -- 6 Synthesis, chemistry and uses of N-sulfonated N-triazoles and N-tetrazoles -- 6.1 Introduction. , 6.2 Synthesis of N-sulfonyl-1,2,3-triazoles -- 6.3 Reactions of N-sulfonyl-1,2,3-triazoles -- 6.3.1 Reactions with alcoholic compounds -- 6.3.2 Reactions with ketones -- 6.3.3 Reactions with substituted ether -- 6.3.4 Reaction with cyclohexane -- 6.3.5 Reactions with different amines -- 6.3.6 Reaction with bromocyanide -- 6.3.7 Hydrolysis -- 6.3.8 Miscellaneous reactions -- 6.3.9 Ring expansion -- 6.4 Chemistry of 1,2,4-triazoles -- 6.4.1 Synthesis of N-sulfonylated 1,2,4-triazoles -- 6.5 Biological activity of some N-sulfonyltriazoles -- 6.6 Chemistry of N-sulfonyl-1,2,3,4-tetrazoles -- 6.6.1 Synthesis of N-sulfonyl-1,2,3,4-tetrazoles -- References -- 7 Synthetic approaches and biological evaluation of N-sulfonated N-azines -- 7.1 Introduction -- 7.2 Synthesis of N-sulfonyl pyridinone derivatives and their biological activities -- 7.2.1 Synthesis of N-sulfonyl 2-pyridinones -- 7.2.2 Synthesis of N-sulfonyl dihydro 2-pyridinones -- 7.2.3 Synthesis of N-sulfonyl tetrahydro 2-pyridinones -- 7.2.4 Synthesis of N-sulfonyl 3-pyridinones -- 7.2.5 Synthesis of N-sulfonyl 4-pyridinones -- 7.2.6 Synthesis of N-sulfonyl 2-quinolone and their derivatives -- 7.2.7 Synthesis of N-sulfonyl isoquinolone and their derivatives -- 7.2.8 Synthesis of N-sulfonyl pyridinone-fused heterocycles -- 7.3 Synthesis of N-sulfonyl pyridine derivatives and their biological activities -- 7.3.1 Synthesis of N-sulfonyl di- and tetrahydropyridines -- 7.3.2 Synthesis of N-sulfonyl pipyridines -- 7.3.3 Synthesis of N-sulfonyl quinolines -- 7.3.4 Synthesis of N-sulfonyl isoquinolines and their derivatives -- 7.3.5 Synthesis of N-sulfonyl pyridine-fused heterocycles -- 7.4 Synthesis of N-sulfonyl oxazine derivatives and their biological activities -- 7.4.1 Synthesis of N-sulfonyl 1,4-oxazines -- 7.4.1.1 Synthesis of N-sulfonyl di- and tetrahydro-1,4-oxazines. , 7.4.1.2 Synthesis of N-sulfonyl 1,4-benzoxazines -- 7.4.2 Synthesis of N-sulfonyl 1,3-oxazines -- 7.5 Synthesis of N-sulfonyl thiazine derivatives -- 7.5.1 Synthesis of N-sulfonyl 1,4-thiazines -- 7.5.2 Synthesis of N-sulfonyl 1,4-benzothiazines -- References -- 8 Synthesis of N-sulfonated N-diazines, N-triazines and N-tetrazines -- their uses and biological applications -- 8.1 Introduction -- 8.2 N-Sulfonyldiazines -- 8.2.1 N-Sulfonyl-1,4-diazines (N-sulfonyl pyrazines) -- 8.2.2 N-Sulfonyl-1,2-diazines (N-sulfonyl pyridazines) -- 8.2.3 N-Sulfonyl-1,3-diazines (N-sulfonyl pyrimidines) -- 8.3 N-Sulfonyl-triazines -- 8.3.1 N-Sulfonyl-1,2,4-triazines -- 8.3.2 N-Sulfonyl-1,3,5-triazines -- 8.3.3 N-Sulfonyl-1,2,3-triazines -- 8.4 N-Sulfonated tetrazines -- References -- 9 Synthesis of N-sulfonated N-azepines -- 9.1 Introduction -- 9.2 N-Sulfonyl azepines -- 9.2.1 Metal-catalyzed intermolecular cyclization -- 9.2.1.1 Palladium-catalyzed reactions -- 9.2.1.2 Copper-catalyzed reactions -- 9.2.1.3 Silver catalyzed reactions -- 9.2.2 Metal-catalyzed intramolecular cyclization -- 9.2.2.1 Palladium-catalyzed reactions -- 9.2.2.2 Gold catalyzed reactions -- 9.2.2.3 Iridium catalyzed reactions -- 9.2.3 Other synthetic pathways -- 9.3 N-Sulfonyl dihydroazepines -- 9.3.1 Metal-catalyzed intermolecular cyclization -- 9.3.1.1 Palladium-catalyzed reactions -- 9.3.1.2 Silver catalyzed reactions -- 9.3.1.3 Rhodium-catalyzed reactions -- 9.3.2 Metal-catalyzed intramolecular cyclization -- 9.3.2.1 Palladium-catalyzed reactions -- 9.3.2.2 Gold catalyzed reactions -- 9.3.2.3 Silver catalyzed reactions -- 9.3.2.4 Rhodium-catalyzed reactions -- 9.3.2.5 Ruthenium catalyzed reactions -- 9.3.2.6 Platinum-catalyzed reactions -- 9.3.3 Other synthetic pathways -- 9.4 N-Sulfonyl tetrahydroazepines -- 9.4.1 Metal-catalyzed intermolecular cyclization. , 9.4.1.1 Rhodium-catalyzed reactions.

Additional Edition: Print version: Elgemeie, Galal H. N-Sulfonated-N-Heterocycles San Diego : Elsevier,c2022 ISBN 9780128221792

Language: English

UID:

Format: 1 online resource (523 pages)

ISBN: 0-12-822182-8

Content: N-Sulfonated-N-Heterocycles covers the synthesis, chemistry and biological applications of these compounds, focusing on pioneering synthetic approaches, mechanistic insights and their limitations, as well as recent advances in this field. The synthesis of some of N-sulfonated N-heterocycles and their transformation to other useful cyclic and acyclic compounds are discussed, as well as their uses as useful intermediates in the preparation of polymeric and medicinal materials.

Note: Front Cover -- N-Sulfonated-N-Heterocycles -- Copyright Page -- Contents -- About the authors -- 1 Synthesis of N-sulfonated aziridines -- 1.1 Introduction -- 1.2 Synthesis of N-sulfonated aziridines via transferring of nitrogen to alkenes -- 1.2.1 The addition of nitrene species to alkenes -- 1.2.1.1 Nitrene transfer reactions using sulfonylimino iodinanes as nitrene precursors -- 1.2.1.2 Nitrene transfer reactions using sulfonamides as nitrene precursors -- 1.2.1.3 Nitrene transfer reactions using N-sulfonyl azides as nitrene precursors -- 1.2.1.4 Nitrene transfer reactions using haloamine-T as nitrene precursors -- 1.2.2 The addition of nitrogen-centered radical species to alkenes -- 1.3 Synthesis of N-sulfonated aziridines via transferring of carbon to N-sulfonyl imines -- 1.3.1 Direct aza-Darzens reaction -- 1.3.2 Reaction of N-sulfonyl imines with sulfonium ylides -- 1.4 Synthesis of N-sulfonated aziridines via intramolecular cyclization of amine derivatives -- References -- 2 Chemistry of N-sulfonated aziridines and their use in polymerization reactions -- 2.1 Introduction -- 2.2 Chemistry of N-sulfonated aziridines -- 2.2.1 Ring-opening of N-sulfonated aziridines to acyclic amine derivatives -- 2.2.1.1 To β-phenylethylamine derivatives -- 2.2.1.2 To vicinal diamines -- 2.2.1.3 To allyl amines and enamines -- 2.2.1.4 To Ketimines -- 2.2.2 Ring-opening of N-sulfonated aziridines to other cyclic N-sulfonated aza-heterocycles -- 2.2.2.1 To N-sulfonated four-membered heterocycles -- 2.2.2.2 To N-sulfonated five-membered heterocyclic ring -- 2.2.2.3 To N-sulfonated six-membered heterocyclic ring -- 2.2.2.4 To N-sulfonated seven-membered heterocyclic ring -- 2.3 Uses of N-sulfonated aziridines in living aza-anionic polymerization -- 2.3.1 Bis(trimethylsilyl)amides-catalyzed anionic ring-opening polymerization of N-sulfonated aziridines. , 2.3.1.1 Copolymerization of different N-sulfonylaziridine monomers -- 2.3.2 Organocatalytic ring-opening polymerization of N-sulfonated aziridines -- 2.3.3 Synthesis of copolymers and block copolymers of N-sulfonylaziridine monomers with different well-known monomers -- 2.3.4 Functionalized poly(sulfonylaziridine)s prepared via APOR polymerization of N-sulfonylaziridine -- 2.3.4.1 Polyaziridine-based linear in-chain functionalized polymers -- 2.3.4.2 Polyaziridine-based linear chain-end functionalized polymers: Telechelic polyaziridines -- 2.3.4.3 Recent synthetic developments of polyaziridine-based macromolecular architectural polymers -- 2.3.5 Desulfonation: easy access of linear polyamides from polyaziridine prepared via the anionic polymerization of N-sulfo... -- References -- 3 Synthesis of N-sulfonated azetidines and β-lactemes and their applications -- 3.1 Introduction -- 3.2 Synthesis of sulfonyl-activated azetidines and azetidin-2-ones -- 3.2.1 Ring expansion of sulfonyl-activated azidirine -- 3.2.1.1 To sulfonyl-activated azetidine -- 3.2.1.2 To sulfonyl-activated azetidin-2-ones (sulfonyl-activated β-lactam) -- 3.2.2 Synthesis of N-sulfonylazetidines via cycloaddition reactions -- 3.2.3 Synthesis of sulfonyl-activated azetidines and azetidin-2-ones via intramolecular cyclization of amine derivatives or... -- 3.2.3.1 To N-sulfonyl azetidines -- 3.2.3.2 N-sulfonyl azetidinone (N-sulfonyl β-lactam) -- 3.2.4 Synthesis of N-sulfonyl azetidine via ring contraction of 2-pyrrol-one -- 3.2.5 Synthesis of bicyclic β-lactams via a crossed-benzoin/oxy-cope rearrangement -- 3.3 Chemistry of sulfonyl-activated azetidine and azetidin-2-ones -- 3.3.1 To acyclic amine derivatives -- 3.3.2 To benzosultams -- 3.4 Sulfonyl-activated azetidine and azetidin-2-ones in polymerization application. , 3.4.1 Synthesis of poly(N-sulfonylaziridine)s via anionic polymerization -- 3.4.2 Synthesis of β-lactam-containing polymers via metathesis polymerization -- References -- 4 N-Sulfonated N-azoles: Synthesis, chemistry and biological applications -- 4.1 Introduction -- 4.2 N-Sulfonated pyrroles -- 4.2.1 Synthesis -- 4.2.1.1 N-Sulfonyl triazole as a α-imino metallocarbene precursor in the synthesis of N-sulfonyl pyrroles and their derivatives -- 4.2.1.2 Transannulation reactions of N-sulfonyl triazoles with alkynes -- 4.2.1.3 Transannulation reactions of N-sulfonyl triazoles with alkenes -- 4.2.1.4 N-sulfonyl aziridines as a precursor for synthesis N-sulfonyl pyrroles and their derivatives -- 4.2.1.5 N-Sulfonyl ynamides as a precursor in the synthesis of fused N-sulfonyl pyrroles and their derivatives -- 4.2.2 Biological activity of N-tosyl pyrroles -- 4.2.2.1 Anticancer activity -- 4.2.2.2 Antiviral activity -- 4.3 Synthesis of N-tosyl isoxazoles and their derivatives -- 4.3.1 Synthesis -- 4.4 Synthesis of N-tosyl oxazoles and their derivatives -- 4.4.1 Synthesis -- 4.5 Synthesis of N-tosyl-1,2-thiazole and its derivatives -- 4.5.1 Synthesis -- 4.6 Synthesis of N-tosyl thiazole and its derivatives -- 4.6.1 Synthesis -- References -- 5 Synthesis of N-sulfonated N-diazoles, their chemistry and biological assessments -- 5.1 Introduction -- 5.2 Synthesis of N-sulfonylimidazole and its derivatives -- 5.3 Uses of N-sulfonylimidazole derivatives -- 5.4 Chemistry of N-sulfonylpyrazoles -- 5.4.1 Synthesis of N-sulfonylated pyrazoles -- 5.5 Chemistry of N-sulfonylthiadiazole derivatives -- 5.5.1 Chemistry of thiadiazole moiety -- 5.6 Synthesis of 1,3,4-thiadiazole and 1,2,3-thiadiazole derivatives -- 5.7 Chemistry of N-sulfonyl-1,3,4-oxadiazoles -- References -- 6 Synthesis, chemistry and uses of N-sulfonated N-triazoles and N-tetrazoles -- 6.1 Introduction. , 6.2 Synthesis of N-sulfonyl-1,2,3-triazoles -- 6.3 Reactions of N-sulfonyl-1,2,3-triazoles -- 6.3.1 Reactions with alcoholic compounds -- 6.3.2 Reactions with ketones -- 6.3.3 Reactions with substituted ether -- 6.3.4 Reaction with cyclohexane -- 6.3.5 Reactions with different amines -- 6.3.6 Reaction with bromocyanide -- 6.3.7 Hydrolysis -- 6.3.8 Miscellaneous reactions -- 6.3.9 Ring expansion -- 6.4 Chemistry of 1,2,4-triazoles -- 6.4.1 Synthesis of N-sulfonylated 1,2,4-triazoles -- 6.5 Biological activity of some N-sulfonyltriazoles -- 6.6 Chemistry of N-sulfonyl-1,2,3,4-tetrazoles -- 6.6.1 Synthesis of N-sulfonyl-1,2,3,4-tetrazoles -- References -- 7 Synthetic approaches and biological evaluation of N-sulfonated N-azines -- 7.1 Introduction -- 7.2 Synthesis of N-sulfonyl pyridinone derivatives and their biological activities -- 7.2.1 Synthesis of N-sulfonyl 2-pyridinones -- 7.2.2 Synthesis of N-sulfonyl dihydro 2-pyridinones -- 7.2.3 Synthesis of N-sulfonyl tetrahydro 2-pyridinones -- 7.2.4 Synthesis of N-sulfonyl 3-pyridinones -- 7.2.5 Synthesis of N-sulfonyl 4-pyridinones -- 7.2.6 Synthesis of N-sulfonyl 2-quinolone and their derivatives -- 7.2.7 Synthesis of N-sulfonyl isoquinolone and their derivatives -- 7.2.8 Synthesis of N-sulfonyl pyridinone-fused heterocycles -- 7.3 Synthesis of N-sulfonyl pyridine derivatives and their biological activities -- 7.3.1 Synthesis of N-sulfonyl di- and tetrahydropyridines -- 7.3.2 Synthesis of N-sulfonyl pipyridines -- 7.3.3 Synthesis of N-sulfonyl quinolines -- 7.3.4 Synthesis of N-sulfonyl isoquinolines and their derivatives -- 7.3.5 Synthesis of N-sulfonyl pyridine-fused heterocycles -- 7.4 Synthesis of N-sulfonyl oxazine derivatives and their biological activities -- 7.4.1 Synthesis of N-sulfonyl 1,4-oxazines -- 7.4.1.1 Synthesis of N-sulfonyl di- and tetrahydro-1,4-oxazines. , 7.4.1.2 Synthesis of N-sulfonyl 1,4-benzoxazines -- 7.4.2 Synthesis of N-sulfonyl 1,3-oxazines -- 7.5 Synthesis of N-sulfonyl thiazine derivatives -- 7.5.1 Synthesis of N-sulfonyl 1,4-thiazines -- 7.5.2 Synthesis of N-sulfonyl 1,4-benzothiazines -- References -- 8 Synthesis of N-sulfonated N-diazines, N-triazines and N-tetrazines -- their uses and biological applications -- 8.1 Introduction -- 8.2 N-Sulfonyldiazines -- 8.2.1 N-Sulfonyl-1,4-diazines (N-sulfonyl pyrazines) -- 8.2.2 N-Sulfonyl-1,2-diazines (N-sulfonyl pyridazines) -- 8.2.3 N-Sulfonyl-1,3-diazines (N-sulfonyl pyrimidines) -- 8.3 N-Sulfonyl-triazines -- 8.3.1 N-Sulfonyl-1,2,4-triazines -- 8.3.2 N-Sulfonyl-1,3,5-triazines -- 8.3.3 N-Sulfonyl-1,2,3-triazines -- 8.4 N-Sulfonated tetrazines -- References -- 9 Synthesis of N-sulfonated N-azepines -- 9.1 Introduction -- 9.2 N-Sulfonyl azepines -- 9.2.1 Metal-catalyzed intermolecular cyclization -- 9.2.1.1 Palladium-catalyzed reactions -- 9.2.1.2 Copper-catalyzed reactions -- 9.2.1.3 Silver catalyzed reactions -- 9.2.2 Metal-catalyzed intramolecular cyclization -- 9.2.2.1 Palladium-catalyzed reactions -- 9.2.2.2 Gold catalyzed reactions -- 9.2.2.3 Iridium catalyzed reactions -- 9.2.3 Other synthetic pathways -- 9.3 N-Sulfonyl dihydroazepines -- 9.3.1 Metal-catalyzed intermolecular cyclization -- 9.3.1.1 Palladium-catalyzed reactions -- 9.3.1.2 Silver catalyzed reactions -- 9.3.1.3 Rhodium-catalyzed reactions -- 9.3.2 Metal-catalyzed intramolecular cyclization -- 9.3.2.1 Palladium-catalyzed reactions -- 9.3.2.2 Gold catalyzed reactions -- 9.3.2.3 Silver catalyzed reactions -- 9.3.2.4 Rhodium-catalyzed reactions -- 9.3.2.5 Ruthenium catalyzed reactions -- 9.3.2.6 Platinum-catalyzed reactions -- 9.3.3 Other synthetic pathways -- 9.4 N-Sulfonyl tetrahydroazepines -- 9.4.1 Metal-catalyzed intermolecular cyclization. , 9.4.1.1 Rhodium-catalyzed reactions.

Additional Edition: Print version: Elgemeie, Galal H. N-Sulfonated-N-Heterocycles San Diego : Elsevier,c2022 ISBN 9780128221792

Language: English

UID:

Format: 1 online resource (523 pages)

ISBN: 0-12-822182-8

Content: N-Sulfonated-N-Heterocycles covers the synthesis, chemistry and biological applications of these compounds, focusing on pioneering synthetic approaches, mechanistic insights and their limitations, as well as recent advances in this field. The synthesis of some of N-sulfonated N-heterocycles and their transformation to other useful cyclic and acyclic compounds are discussed, as well as their uses as useful intermediates in the preparation of polymeric and medicinal materials.

Note: Front Cover -- N-Sulfonated-N-Heterocycles -- Copyright Page -- Contents -- About the authors -- 1 Synthesis of N-sulfonated aziridines -- 1.1 Introduction -- 1.2 Synthesis of N-sulfonated aziridines via transferring of nitrogen to alkenes -- 1.2.1 The addition of nitrene species to alkenes -- 1.2.1.1 Nitrene transfer reactions using sulfonylimino iodinanes as nitrene precursors -- 1.2.1.2 Nitrene transfer reactions using sulfonamides as nitrene precursors -- 1.2.1.3 Nitrene transfer reactions using N-sulfonyl azides as nitrene precursors -- 1.2.1.4 Nitrene transfer reactions using haloamine-T as nitrene precursors -- 1.2.2 The addition of nitrogen-centered radical species to alkenes -- 1.3 Synthesis of N-sulfonated aziridines via transferring of carbon to N-sulfonyl imines -- 1.3.1 Direct aza-Darzens reaction -- 1.3.2 Reaction of N-sulfonyl imines with sulfonium ylides -- 1.4 Synthesis of N-sulfonated aziridines via intramolecular cyclization of amine derivatives -- References -- 2 Chemistry of N-sulfonated aziridines and their use in polymerization reactions -- 2.1 Introduction -- 2.2 Chemistry of N-sulfonated aziridines -- 2.2.1 Ring-opening of N-sulfonated aziridines to acyclic amine derivatives -- 2.2.1.1 To β-phenylethylamine derivatives -- 2.2.1.2 To vicinal diamines -- 2.2.1.3 To allyl amines and enamines -- 2.2.1.4 To Ketimines -- 2.2.2 Ring-opening of N-sulfonated aziridines to other cyclic N-sulfonated aza-heterocycles -- 2.2.2.1 To N-sulfonated four-membered heterocycles -- 2.2.2.2 To N-sulfonated five-membered heterocyclic ring -- 2.2.2.3 To N-sulfonated six-membered heterocyclic ring -- 2.2.2.4 To N-sulfonated seven-membered heterocyclic ring -- 2.3 Uses of N-sulfonated aziridines in living aza-anionic polymerization -- 2.3.1 Bis(trimethylsilyl)amides-catalyzed anionic ring-opening polymerization of N-sulfonated aziridines. , 2.3.1.1 Copolymerization of different N-sulfonylaziridine monomers -- 2.3.2 Organocatalytic ring-opening polymerization of N-sulfonated aziridines -- 2.3.3 Synthesis of copolymers and block copolymers of N-sulfonylaziridine monomers with different well-known monomers -- 2.3.4 Functionalized poly(sulfonylaziridine)s prepared via APOR polymerization of N-sulfonylaziridine -- 2.3.4.1 Polyaziridine-based linear in-chain functionalized polymers -- 2.3.4.2 Polyaziridine-based linear chain-end functionalized polymers: Telechelic polyaziridines -- 2.3.4.3 Recent synthetic developments of polyaziridine-based macromolecular architectural polymers -- 2.3.5 Desulfonation: easy access of linear polyamides from polyaziridine prepared via the anionic polymerization of N-sulfo... -- References -- 3 Synthesis of N-sulfonated azetidines and β-lactemes and their applications -- 3.1 Introduction -- 3.2 Synthesis of sulfonyl-activated azetidines and azetidin-2-ones -- 3.2.1 Ring expansion of sulfonyl-activated azidirine -- 3.2.1.1 To sulfonyl-activated azetidine -- 3.2.1.2 To sulfonyl-activated azetidin-2-ones (sulfonyl-activated β-lactam) -- 3.2.2 Synthesis of N-sulfonylazetidines via cycloaddition reactions -- 3.2.3 Synthesis of sulfonyl-activated azetidines and azetidin-2-ones via intramolecular cyclization of amine derivatives or... -- 3.2.3.1 To N-sulfonyl azetidines -- 3.2.3.2 N-sulfonyl azetidinone (N-sulfonyl β-lactam) -- 3.2.4 Synthesis of N-sulfonyl azetidine via ring contraction of 2-pyrrol-one -- 3.2.5 Synthesis of bicyclic β-lactams via a crossed-benzoin/oxy-cope rearrangement -- 3.3 Chemistry of sulfonyl-activated azetidine and azetidin-2-ones -- 3.3.1 To acyclic amine derivatives -- 3.3.2 To benzosultams -- 3.4 Sulfonyl-activated azetidine and azetidin-2-ones in polymerization application. , 3.4.1 Synthesis of poly(N-sulfonylaziridine)s via anionic polymerization -- 3.4.2 Synthesis of β-lactam-containing polymers via metathesis polymerization -- References -- 4 N-Sulfonated N-azoles: Synthesis, chemistry and biological applications -- 4.1 Introduction -- 4.2 N-Sulfonated pyrroles -- 4.2.1 Synthesis -- 4.2.1.1 N-Sulfonyl triazole as a α-imino metallocarbene precursor in the synthesis of N-sulfonyl pyrroles and their derivatives -- 4.2.1.2 Transannulation reactions of N-sulfonyl triazoles with alkynes -- 4.2.1.3 Transannulation reactions of N-sulfonyl triazoles with alkenes -- 4.2.1.4 N-sulfonyl aziridines as a precursor for synthesis N-sulfonyl pyrroles and their derivatives -- 4.2.1.5 N-Sulfonyl ynamides as a precursor in the synthesis of fused N-sulfonyl pyrroles and their derivatives -- 4.2.2 Biological activity of N-tosyl pyrroles -- 4.2.2.1 Anticancer activity -- 4.2.2.2 Antiviral activity -- 4.3 Synthesis of N-tosyl isoxazoles and their derivatives -- 4.3.1 Synthesis -- 4.4 Synthesis of N-tosyl oxazoles and their derivatives -- 4.4.1 Synthesis -- 4.5 Synthesis of N-tosyl-1,2-thiazole and its derivatives -- 4.5.1 Synthesis -- 4.6 Synthesis of N-tosyl thiazole and its derivatives -- 4.6.1 Synthesis -- References -- 5 Synthesis of N-sulfonated N-diazoles, their chemistry and biological assessments -- 5.1 Introduction -- 5.2 Synthesis of N-sulfonylimidazole and its derivatives -- 5.3 Uses of N-sulfonylimidazole derivatives -- 5.4 Chemistry of N-sulfonylpyrazoles -- 5.4.1 Synthesis of N-sulfonylated pyrazoles -- 5.5 Chemistry of N-sulfonylthiadiazole derivatives -- 5.5.1 Chemistry of thiadiazole moiety -- 5.6 Synthesis of 1,3,4-thiadiazole and 1,2,3-thiadiazole derivatives -- 5.7 Chemistry of N-sulfonyl-1,3,4-oxadiazoles -- References -- 6 Synthesis, chemistry and uses of N-sulfonated N-triazoles and N-tetrazoles -- 6.1 Introduction. , 6.2 Synthesis of N-sulfonyl-1,2,3-triazoles -- 6.3 Reactions of N-sulfonyl-1,2,3-triazoles -- 6.3.1 Reactions with alcoholic compounds -- 6.3.2 Reactions with ketones -- 6.3.3 Reactions with substituted ether -- 6.3.4 Reaction with cyclohexane -- 6.3.5 Reactions with different amines -- 6.3.6 Reaction with bromocyanide -- 6.3.7 Hydrolysis -- 6.3.8 Miscellaneous reactions -- 6.3.9 Ring expansion -- 6.4 Chemistry of 1,2,4-triazoles -- 6.4.1 Synthesis of N-sulfonylated 1,2,4-triazoles -- 6.5 Biological activity of some N-sulfonyltriazoles -- 6.6 Chemistry of N-sulfonyl-1,2,3,4-tetrazoles -- 6.6.1 Synthesis of N-sulfonyl-1,2,3,4-tetrazoles -- References -- 7 Synthetic approaches and biological evaluation of N-sulfonated N-azines -- 7.1 Introduction -- 7.2 Synthesis of N-sulfonyl pyridinone derivatives and their biological activities -- 7.2.1 Synthesis of N-sulfonyl 2-pyridinones -- 7.2.2 Synthesis of N-sulfonyl dihydro 2-pyridinones -- 7.2.3 Synthesis of N-sulfonyl tetrahydro 2-pyridinones -- 7.2.4 Synthesis of N-sulfonyl 3-pyridinones -- 7.2.5 Synthesis of N-sulfonyl 4-pyridinones -- 7.2.6 Synthesis of N-sulfonyl 2-quinolone and their derivatives -- 7.2.7 Synthesis of N-sulfonyl isoquinolone and their derivatives -- 7.2.8 Synthesis of N-sulfonyl pyridinone-fused heterocycles -- 7.3 Synthesis of N-sulfonyl pyridine derivatives and their biological activities -- 7.3.1 Synthesis of N-sulfonyl di- and tetrahydropyridines -- 7.3.2 Synthesis of N-sulfonyl pipyridines -- 7.3.3 Synthesis of N-sulfonyl quinolines -- 7.3.4 Synthesis of N-sulfonyl isoquinolines and their derivatives -- 7.3.5 Synthesis of N-sulfonyl pyridine-fused heterocycles -- 7.4 Synthesis of N-sulfonyl oxazine derivatives and their biological activities -- 7.4.1 Synthesis of N-sulfonyl 1,4-oxazines -- 7.4.1.1 Synthesis of N-sulfonyl di- and tetrahydro-1,4-oxazines. , 7.4.1.2 Synthesis of N-sulfonyl 1,4-benzoxazines -- 7.4.2 Synthesis of N-sulfonyl 1,3-oxazines -- 7.5 Synthesis of N-sulfonyl thiazine derivatives -- 7.5.1 Synthesis of N-sulfonyl 1,4-thiazines -- 7.5.2 Synthesis of N-sulfonyl 1,4-benzothiazines -- References -- 8 Synthesis of N-sulfonated N-diazines, N-triazines and N-tetrazines -- their uses and biological applications -- 8.1 Introduction -- 8.2 N-Sulfonyldiazines -- 8.2.1 N-Sulfonyl-1,4-diazines (N-sulfonyl pyrazines) -- 8.2.2 N-Sulfonyl-1,2-diazines (N-sulfonyl pyridazines) -- 8.2.3 N-Sulfonyl-1,3-diazines (N-sulfonyl pyrimidines) -- 8.3 N-Sulfonyl-triazines -- 8.3.1 N-Sulfonyl-1,2,4-triazines -- 8.3.2 N-Sulfonyl-1,3,5-triazines -- 8.3.3 N-Sulfonyl-1,2,3-triazines -- 8.4 N-Sulfonated tetrazines -- References -- 9 Synthesis of N-sulfonated N-azepines -- 9.1 Introduction -- 9.2 N-Sulfonyl azepines -- 9.2.1 Metal-catalyzed intermolecular cyclization -- 9.2.1.1 Palladium-catalyzed reactions -- 9.2.1.2 Copper-catalyzed reactions -- 9.2.1.3 Silver catalyzed reactions -- 9.2.2 Metal-catalyzed intramolecular cyclization -- 9.2.2.1 Palladium-catalyzed reactions -- 9.2.2.2 Gold catalyzed reactions -- 9.2.2.3 Iridium catalyzed reactions -- 9.2.3 Other synthetic pathways -- 9.3 N-Sulfonyl dihydroazepines -- 9.3.1 Metal-catalyzed intermolecular cyclization -- 9.3.1.1 Palladium-catalyzed reactions -- 9.3.1.2 Silver catalyzed reactions -- 9.3.1.3 Rhodium-catalyzed reactions -- 9.3.2 Metal-catalyzed intramolecular cyclization -- 9.3.2.1 Palladium-catalyzed reactions -- 9.3.2.2 Gold catalyzed reactions -- 9.3.2.3 Silver catalyzed reactions -- 9.3.2.4 Rhodium-catalyzed reactions -- 9.3.2.5 Ruthenium catalyzed reactions -- 9.3.2.6 Platinum-catalyzed reactions -- 9.3.3 Other synthetic pathways -- 9.4 N-Sulfonyl tetrahydroazepines -- 9.4.1 Metal-catalyzed intermolecular cyclization. , 9.4.1.1 Rhodium-catalyzed reactions.

Additional Edition: Print version: Elgemeie, Galal H. N-Sulfonated-N-Heterocycles San Diego : Elsevier,c2022 ISBN 9780128221792

Language: English

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Format: xiv, 507 Seiten : , Illustrationen.

ISBN: 978-0-12-822179-2

Additional Edition: Erscheint auch als Online-Ausgabe ISBN 978-0-12-822182-2

Language: English

Subjects: Chemistry/Pharmacy