Manganese-Catalysed C-H Activation: A Regioselective C-H Alkenylation of Indoles and other (hetero)aromatics with 4-Hydroxy-2-Alkynoates Leading to Concomitant Lactonization

Kumar, Anil and Muniraj, Nachimuthu and Prabhu, Kandikere Ramaiah (2019) Manganese-Catalysed C-H Activation: A Regioselective C-H Alkenylation of Indoles and other (hetero)aromatics with 4-Hydroxy-2-Alkynoates Leading to Concomitant Lactonization. In: ADVANCED SYNTHESIS & CATALYSIS .

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Abstract

A manganese-catalyzed C-H bond alkenylation of indoles at C2-position with 4-hydroxy-2-alkynoates leading to concomitant lactonization under removable directing group strategy has been disclosed. This lactonization strategy exhibits regioselectivity, a broad substrate scope, and a good functional group tolerance furnishing the products in low to high yields. The regioselectivity is guided by the electronic effect of the ester group as well as the steric bulk at the C4-position of the 4-hydroxy-2-alkynoates. After the reaction, the directing group has been readily removed to obtain N-H free indole.

Item Type:	Journal Article
Publication:	ADVANCED SYNTHESIS & CATALYSIS
Publisher:	WILEY-V C H VERLAG GMBH
Additional Information:	copyright for this article belongs to WILEY-V C H VERLAG GMBH
Department/Centre:	Division of Chemical Sciences > Organic Chemistry
Date Deposited:	23 Oct 2019 06:49
Last Modified:	23 Oct 2019 06:49
URI:	http://eprints.iisc.ac.in/id/eprint/63773

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