Issue 25, 2015

Orthogonal selectivity with cinnamic acids in 3-substituted benzofuran synthesis through C–H olefination of phenols

Abstract

A palladium catalyzed intermolecular annulation of cinnamic acids and phenols has been achieved for the selective synthesis of 3-substituted benzofurans. Isotope labeling, competition experiments, kinetic studies, and intermediate trapping have supported a sequence of C–C bond formation and decarboxylation followed by the C–O cyclization pathway.

Graphical abstract: Orthogonal selectivity with cinnamic acids in 3-substituted benzofuran synthesis through C–H olefination of phenols

Supplementary files

Article information

Article type
Communication
Submitted
05 Sep 2014
Accepted
16 Oct 2014
First published
16 Oct 2014

Chem. Commun., 2015,51, 5375-5378

Orthogonal selectivity with cinnamic acids in 3-substituted benzofuran synthesis through C–H olefination of phenols

S. Agasti, U. Sharma, T. Naveen and D. Maiti, Chem. Commun., 2015, 51, 5375 DOI: 10.1039/C4CC07026G

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