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Highly regioselective C2-alkenylation of indoles using the N-benzoyl directing group: an efficient Ru-catalyzed coupling reaction

Lanke, Veeranjaneyulu and Prabhu, Kandikere Ramaiah (2013) Highly regioselective C2-alkenylation of indoles using the N-benzoyl directing group: an efficient Ru-catalyzed coupling reaction. In: Organic Letters, 15 (11). pp. 2818-2821.

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Official URL: http://dx.doi.org/10.1021/ol4011486

Abstract

A highly regioselective alkenylation of indole at the C2-position has been achieved using the Ru(II) catalyst by employing a directing group strategy. This strategy offers rare selectivity for the alkenylation N-benzoylindole at the C-2 position in the presence of the more active C3- and C7-position of indole and the ortho-positions of the benzoyl protecting group. A simple deprotection of the benzoyl group has also been exemplified, and the resulting product serves as a useful synthon for natural product syntheses.

Item Type: Journal Article
Publication: Organic Letters
Publisher: American Chemical Society
Additional Information: Copyright of this article belongs to American Chemical Society.
Department/Centre: Division of Chemical Sciences > Organic Chemistry
Date Deposited: 03 Sep 2013 07:10
Last Modified: 03 Sep 2013 07:10
URI: http://eprints.iisc.ac.in/id/eprint/46977

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