In:
Organic Chemistry Frontiers, Royal Society of Chemistry (RSC), Vol. 9, No. 19 ( 2022), p. 5246-5258
Kurzfassung:
We report two new efficient iron-catalyzed synthetic strategies for multicomponent synthesis of tri-substituted pyrazoles using biomass-derived alcohols as the primary feedstock. A well-defined, bench stable, and easy to prepare Fe( ii )-catalyst (1) bearing a tridentate pincer 2-(phenyldiazenyl)-1,10-phenanthroline (L1) was used as the catalyst. A wide variety of tri-substituted pyrazoles were prepared via dehydrogenative coupling of alcohols, and aryl hydrazines with secondary alcohols and alkynes, respectively. These methods eliminate the potential use of any pre-functionalized starting materials, noble metal catalysts, oxidants, or additives producing various substituted pyrazoles in moderate to good isolated yields via sequential C–C and C–N bond formation. A series of control experiments and spectroscopic studies were performed to understand the plausible mechanism of these multicomponent reactions.
Materialart:
Online-Ressource
ISSN:
2052-4129
Sprache:
Englisch
Verlag:
Royal Society of Chemistry (RSC)
Publikationsdatum:
2022