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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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
Publication:	CHEMICAL COMMUNICATIONS
Publisher:	ROYAL SOC CHEMISTRY
Additional Information:	Copy right for this article belong to ROYAL SOC CHEMISTRY
Department/Centre:	Division of Chemical Sciences > Organic Chemistry
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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