Issue 3, 2019

Bifunctional N-heterocyclic carbene catalyzed [3 + 4] annulation of enals with azadienes: enantioselective synthesis of benzofuroazepinones

Abstract

The bifunctional N-heterocyclic carbene catalyzed [3 + 4] annulation of acyclic enals with aurone-derived azadienes was reported. The challenging β,β-disubstituted enals and β-monosubstituted enals reacted well to afford the corresponding benzofuroazepinones in good yields with excellent stereoselectivities. The bifunctional carbene with a free hydroxy group is the key factor for success.

Graphical abstract: Bifunctional N-heterocyclic carbene catalyzed [3 + 4] annulation of enals with azadienes: enantioselective synthesis of benzofuroazepinones

Supplementary files

Article information

Article type
Research Article
Submitted
04 Dec 2018
Accepted
21 Dec 2018
First published
25 Dec 2018

Org. Chem. Front., 2019,6, 405-409

Bifunctional N-heterocyclic carbene catalyzed [3 + 4] annulation of enals with azadienes: enantioselective synthesis of benzofuroazepinones

K. Chen, Z. Gao and S. Ye, Org. Chem. Front., 2019, 6, 405 DOI: 10.1039/C8QO01302K

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