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Rhodium(iii)-catalyzed C-H activation at the C4-position of indole: switchable hydroarylation and oxidative Heck-type reactions of maleimides

Sherikar, Mahadev Sharanappa and Kapanaiah, Raja and Lanke, Veeranjaneyulu and Prabhu, Kandikere Ramaiah (2018) Rhodium(iii)-catalyzed C-H activation at the C4-position of indole: switchable hydroarylation and oxidative Heck-type reactions of maleimides. In: CHEMICAL COMMUNICATIONS, 54 (79). pp. 11200-11203.

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Official URL: http://dx.doi.org/10.1039/c8cc06264a

Abstract

A Rh(iii)-catalyzed C-H activation of indole at the C4-position leading to novel and switchable functionalization has been reported by employing a weakly co-ordinating COCF3 group as a directing group. An additive plays an important role in switching the selectivity between 1,4-addition products and Heck-type products. An acid additive led to the formation of 1,4-addition products whereas a base additive promotes the formation of Heck-type products. Deuteration studies and control experiments were helpful to propose the mechanism.

Item Type: Journal Article
Additional Information: Copy right for this article belong to ROYAL SOC CHEMISTRY
Department/Centre: Division of Chemical Sciences > Organic Chemistry
Depositing User: Id for Latest eprints
Date Deposited: 15 Oct 2018 15:24
Last Modified: 15 Oct 2018 15:24
URI: http://eprints.iisc.ac.in/id/eprint/60878

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