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Site-Selective Addition of Maleimide to Indole at the C-2 Position: Ru(II)-Catalyzed C-H Activation

Lanke, Veeranjaneyulu and Bettadapur, Kiran R and Prabhu, Kandikere Ramaiah (2015) Site-Selective Addition of Maleimide to Indole at the C-2 Position: Ru(II)-Catalyzed C-H Activation. In: ORGANIC LETTERS, 17 (19). pp. 4662-4665.

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Official URL: http://dx.doi.org/10.1021/acs.orglett.5b01809

Abstract

Synthesis of 3-(indol-2-yl)succinimide derivatives is presented using a directing group strategy. Selective functionalization of C-2 in the presence of highly reactive C-3 in indole derivatives has been achieved. A conjugate addition product instead of Heck-type product has been brought about by careful selection of the alkene partner (maleimides and maleate esters) such that a beta-hydride elimination is avoided.

Item Type: Journal Article
Publication: ORGANIC LETTERS
Publisher: AMER CHEMICAL SOC
Additional Information: Copy right for this article belongs to the AMER CHEMICAL SOC, 1155 16TH ST, NW, WASHINGTON, DC 20036 USA
Department/Centre: Division of Chemical Sciences > Organic Chemistry
Date Deposited: 02 Nov 2015 05:20
Last Modified: 02 Nov 2015 05:20
URI: http://eprints.iisc.ac.in/id/eprint/52680

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