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. 2008 Mar 20;10(6):1159-62.
doi: 10.1021/ol8000602. Epub 2008 Feb 16.

Regioselective C-H functionalization directed by a removable carboxyl group: palladium-catalyzed vinylation at the unusual position of indole and related heteroaromatic rings

Atsushi Maehara  1 , Hayato Tsurugi, Tetsuya Satoh, Masahiro Miura
Affiliations

Regioselective C-H functionalization directed by a removable carboxyl group: palladium-catalyzed vinylation at the unusual position of indole and related heteroaromatic rings

Atsushi Maehara et al. Org Lett. .

Abstract

The palladium-catalyzed oxidative vinylation of indole-3-carboxylic acids with alkenes effectively proceeds via directed C-H functionalization and decarboxylation to produce the corresponding 2-vinylated indoles. Similarly, pyrrole-, furan-, and thiophenecarboxylic acids also undergo decarboxylative vinylation.

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