Issue 17, 2020

Metal-free decarboxylative annulation of N-arylacrylamides with vinyl acids to synthesize benzo[b]azepin-2-ones

Abstract

A new metal-free decarboxylative (3 + 2)/(5 + 2) annulation of N-arylacrylamides with vinyl acids is reported. This method allows the formation of three new C–C bonds in a single reaction step by decarboxylation and subsequent (3 + 2)/(5 + 2) annulation to construct benzo[b]azepin-2-ones. The salient features of this strategy include the tolerance of a wide range of functional groups and high selectivity.

Graphical abstract: Metal-free decarboxylative annulation of N-arylacrylamides with vinyl acids to synthesize benzo[b]azepin-2-ones

Supplementary files

Article information

Article type
Research Article
Submitted
01 Jun 2020
Accepted
22 Jul 2020
First published
24 Jul 2020

Org. Chem. Front., 2020,7, 2486-2491

Metal-free decarboxylative annulation of N-arylacrylamides with vinyl acids to synthesize benzo[b]azepin-2-ones

G. Pan, Y. Li and J. Li, Org. Chem. Front., 2020, 7, 2486 DOI: 10.1039/D0QO00651C

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