UID:
edoccha_9961564947902883
Format:
1 online resource (386 pages)
Edition:
1st ed.
ISBN:
9780128232132
Note:
Intro -- Fused Pyranones: Multifaceted Building Blocks for Molecular Diversity -- Copyright -- Contents -- Preface -- Author biographies -- Chapter 1: Fused pyrones: Multifaceted building blocks for molecular diversity -- 1.1. Introduction -- References -- Chapter 2: Characteristics of coumarins and fused coumarins -- References -- Chapter 3: Chemistry of natural and synthetic 2H-1-benzopyran-2-ones (coumarins) -- 3.1. Introduction -- 3.2. Chemistry of natural and synthetic coumarins -- 3.2.1. Simple coumarins -- 3.2.1.1. Simple prenylated coumarins -- 3.2.1.2. Simple geranylated coumarins -- 3.2.2. Furocoumarins (furanocoumarins) -- 3.2.2.1. Linear furocoumarins -- 3.2.2.2. Angular furocoumarins -- 3.2.2.3. Natural furo[2,3-f]coumarins -- 3.2.2.4. Natural furo[2,3-h]coumarins -- 3.2.2.5. Biosynthesis of angular and linear furocoumarins -- 3.2.3. Pyranocoumarins -- 3.2.3.1. Natural linear pyrano[3,2-g]coumarins -- 3.2.4. Dipyrano[2,3-f: 2,3-h]coumarines -- 3.2.4.1. General synthesis of coumarins -- 3.2.4.2. Chromen fused coumarin -- References -- Chapter 4: Chemistry of 1H-2-benzopyran-1-one (isocoumarin) -- 4.1. Natural benzo[g]isocoumarins -- 4.2. Dimeric benzo[g]isocoumarins -- 4.3. Synthesis of isocoumarins -- 4.4. Chemical reactivity -- 4.4.1. Reaction with ammonia and amines -- 4.4.2. Substitution reactions -- References -- Chapter 5: Chemistry of 4H-1-benzopyran-4-ones (chromones, or 4H-chromene-4-ones) -- 5.1. Natural chromone alkaloids -- 5.2. Natural fused chromones -- 5.3. Synthetic furano[3,2-g]chromones -- 5.3.1. Ethyl 5-methoxy-2-methylfuro[2,3-g]chromen-4-one-7-carboxyate -- 5.4. Synthesis of 3-(4-methoxyphenyl)-8-(4-nitrobenzoyl)-4H-furo[2,3-h]chromone -- 5.5. Synthesis of chromones, annulated with 5-membered heterocycles -- 5.6. Synthesis of pyrano[2,3-h]chromones -- 5.7. Synthesis of chromones -- References.
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Chapter 6: Chemistry of partially reduced coumarins and chromones -- 6.1. Chemistry of 3,4-dihdro-2H-1-benzpyran-2-ones (3,4-dihydrocoumarins) -- 6.1.1. Natural occurrence -- 6.1.2. Synthesis and reactions of 3.4-dihydrocoumarin -- 6.1.2.1. Synthesis from coumarins skeletons -- 6.1.2.2. Synthesis of dihydrocoumarins from 3-phenylpropanoic acids -- 6.1.2.3. Synthesis of dihydrocoumarins from phenols -- 6.2. Chemistry of 2,3-dihydro 4H-1-benzopyran-4-ones (chroman-4-ones) -- 6.2.1. Synthesis and reactions of chroman-4-ones -- References -- Chapter 7: Synthesis and chemical reactivity of xanthones -- 7.1. Introduction -- 7.2. Naturally occurring xanthones -- 7.2.1. Simple oxygenated xanthones -- 7.2.2. Glycoside xanthones -- 7.2.3. Prenylated xanthones -- 7.2.4. Xanthonolignoids -- 7.2.5. Chlorinated xanthones -- 7.3. Medicinal properties of xanthone-based compounds -- 7.3.1. Anti-viral activity -- 7.3.2. Anti-malarial activity -- 7.3.3. Anti-tumor activity -- 7.4. Biosynthesis of xanthone -- 7.4.1. Acetate polyketide route -- 7.4.2. Shikimate-polyketide route -- 7.5. Synthetic strategies -- 7.5.1. The Grover, Shah and Shah (GSS) reaction -- 7.5.2. Benzophenone route -- 7.5.3. Diaryl ether route -- 7.5.4. Synthesis of xanthones from 2/3-substituted or 2,3-disubstituted chromen-4-ones -- 7.5.4.1. Chromen-4-one as a 4π component -- 7.5.5. By acyl radical cyclizations -- 7.5.6. Unconventional methods -- 7.5.7. Claisen cyclisation of poly-β-ketide -- 7.5.8. The Robinson-Nishikawa method73 -- 7.5.9. Synthesis of xanthones from thioxanthone -- 7.5.10. The Tanase method for synthesis of xanthones -- 7.5.11. The Hauser method for the synthesis of xanthones76 -- 7.5.12. The Liebeskind method for the synthesis of xanthones78 -- 7.5.13. The Casillas method for the synthesis of xanthones79 -- 7.5.14. The Ghosh method for the synthesis of xanthones.
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7.6. Reactivity -- 7.6.1. Isoprenylation of fluoroxanthone -- 7.6.2. Synthesis of DDO-6101 -- 7.6.3. CH activation reaction in xanthone -- 7.6.4. Regioselective methylation of xanthones -- 7.6.5. Regioselective ring opening of xanthone and further reaction -- 7.7. Conclusion -- References -- Chapter 8: Chemistry of benzo fused chromenones and partially reduced benzo fused chromenones -- Section A: Chemistry of benzo fused chromenones -- 8A.1. Introduction -- 8A.2. Benzo[c]chromene-6-ones -- 8A.3. Benzo[f]chromen-3-one -- 8A.4. Benzo[g]chromen-2-ones -- 8A.5. Benzo [h] chromen-2-one -- References -- Section B: Chemistry of partially reduced benzo fused chromenones -- 8B.1. Introduction -- 8B.2. Dihydrobenzo[c]chromenone -- 8B.3. Dihydrobenzo[f]chromenone -- 8B.4. Dihydrobenzo[g]chromenone -- 8B.5. Dihydrobenzo[h]chromenone -- 8B.6. Chemical reactivity of partially reduced benzochromenones -- 8B.6.1. Chemical reactivity of partially reduced benzochromenones towards C-C bond formation reactions -- 8B.6.2. Chemical reactivity of partially reduced benzochromenones towards C-X bond formation reactions -- References -- Chapter 9: Miscellaneous fused pyranone systems -- 9.1. 2H,5H-Thiochromeno[4,3-b]pyran-2-ones -- 9.2. 5,6-Dihydro-2H-benzo[b]pyrano[2,3-d]oxepin-2-one -- 9.3. 5,6-Dihydro-2H-naphtho[2,3-b]pyrano[2,3-d]oxepin-2-one -- 9.4. 8H-Acenaphtho[1,2-b]pyran-8-one -- 9.5. Pyrano[3,4-c]pyran-1,8-dione -- 9.6. 6,7-Dihdrobenzo[6,7]cyclohepta[1,2-b]pyran-2(5H)-one -- References -- Chapter 10: Importance of fused-pyranones in medicine and material science -- 10.1. Medicinal importance of fused-pyranones -- 10.1.1. Anticancer activities of fused-pyranones -- 10.1.2. Anti-coagulant properties of fused-pyranones -- 10.1.3. Antimicrobial properties of fused-pyranones -- 10.1.4. Antiviral properties of fused pyranones.
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10.1.5. Anti-inflammatory properties of fused pyranones -- 10.1.6. Miscellaneous medicinal properties of fused pyranones -- 10.2. Application of fused pyranones in material science -- References -- Index.
Additional Edition:
ISBN 9780128212172
Language:
English
