Synthesis of Functionalized Coumarins and Quinolinones by NHC-Catalyzed Annulation of Modified Enals with Heterocyclic C–H Acids

Yetra, Santhivardhana Reddy ; Roy, Tony ; Bhunia, Anup ; Porwal, Digvijay ; Biju, Akkattu T. (2014) Synthesis of Functionalized Coumarins and Quinolinones by NHC-Catalyzed Annulation of Modified Enals with Heterocyclic C–H Acids The Journal of Organic Chemistry, 79 (9). pp. 4245-4251. ISSN 0022-3263

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Official URL: http://doi.org/10.1021/jo500693h

Related URL: http://dx.doi.org/10.1021/jo500693h

Abstract

N-Heterocyclic carbene (NHC) catalyzed lactonization and lactamization of 2-bromoenals with heterocyclic C-H acids proceeding via the α,β-unsaturated acyl azolium intermediates is reported. The reaction furnished coumarin- or quinolinone-fused lactone/lactam derivatives. In addition, results of the enantioselective version of this reaction using chiral NHC are presented.

Item Type:Article
Source:Copyright of this article belongs to American Chemical Society
ID Code:128688
Deposited On:03 Nov 2022 06:53
Last Modified:03 Nov 2022 06:53

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