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Weak Coordinating Carboxylate Directed Rhodium(III)-Catalyzed C-H Activation: Switchable Decarboxylative Heck-Type and 4+1] Annulation Reactions with Maleimides

Sherikar, Mahadev Sharanappa and Prabhu, Kandikere Ramaiah (2019) Weak Coordinating Carboxylate Directed Rhodium(III)-Catalyzed C-H Activation: Switchable Decarboxylative Heck-Type and 4+1] Annulation Reactions with Maleimides. In: ORGANIC LETTERS, 21 (12). pp. 4525-4530.

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Official URL: http://dx.doi. org/10.1021/acs.orglett.9b01412

Abstract

A weakly coordinating carboxylate directing group assisted C-H activation with maleimides leading to novel and switchable decarboxylative Heck-type and 4 + 1] annulation products catalyzed by Rh(III) has been reported. In these reactions, solvents play a vital role in switching the selectivity. An aprotic solvent, THF, leads to the decarboxylative Heck-type product while the protic solvent, TFE, results in the 4 + 1] annulation product. The methodology shows high functional group tolerance.

Item Type: Journal Article
Additional Information: Copyright to this article belongs to AMER CHEMICAL SOC
Keywords: BENZOIC-ACIDS; CYCLIC IMIDES; ALKYLATION; BOND; DERIVATIVES; 1,4-ADDITION; BENZAMIDES; ARYL; HYDROARYLATION; OLEFINATION
Department/Centre: Division of Chemical Sciences > Organic Chemistry
Depositing User: Id for Latest eprints
Date Deposited: 08 Nov 2019 11:33
Last Modified: 08 Nov 2019 11:33
URI: http://eprints.iisc.ac.in/id/eprint/63268

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