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Copper-catalyzed oxidative decarboxylative alkylation of cinnamic acids with 4-alkyl-1,4-dihydropyridines

Dong Zhang, Zi‐Liang Tang, Xuan‐Hui Ouyang, Ren‐Jie Song, Jin‐Heng Li

2020Chemical Communications26 citationsDOI

Abstract

We have developed a new oxidative decarboxylation of cinnamic acids with 4-alkyl-1,4-dihydropyridines to construct C(sp3)-C(sp2) bonds in the presence of copper catalyst and dicumyl peroxide (DCP). A variety of internal alkenes have been obtained with mild conditions, broad substrate scope and excellent functional group tolerance. This method has significant potential for application by using inexpensive and stable cinnamic acids instead of alkenyl halides and nitro-olefins.

Topics & Concepts

ChemistryDecarboxylationAlkylCatalysisAlkylationCopperOxidative phosphorylationStereoselectivityCinnamic acidOxidative decarboxylationOrganic chemistryBiochemistryOxidative Organic Chemistry ReactionsCatalytic C–H Functionalization MethodsSynthesis and Characterization of Pyrroles
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