Issue 12, 2014

NHC-catalyzed oxidative γ-addition of α,β-unsaturated aldehydes to isatins: a high-efficiency synthesis of spirocyclic oxindole-dihydropyranones

Abstract

This manuscript discloses an efficient construction of the spirocyclic oxindole-dihydropyranone scaffold via the N-heterocyclic carbene (NHC)-catalyzed oxidative γ-functionalization of α,β-unsaturated aldehydes bearing γ-H with isatin derivatives. The ready availability of the starting materials, easy work-up, mild reaction conditions and the potential utilization value of the products make this strategy attractive.

Graphical abstract: NHC-catalyzed oxidative γ-addition of α,β-unsaturated aldehydes to isatins: a high-efficiency synthesis of spirocyclic oxindole-dihydropyranones

Supplementary files

Article information

Article type
Paper
Submitted
05 Oct 2013
Accepted
30 Dec 2013
First published
06 Jan 2014

Org. Biomol. Chem., 2014,12, 1885-1891

NHC-catalyzed oxidative γ-addition of α,β-unsaturated aldehydes to isatins: a high-efficiency synthesis of spirocyclic oxindole-dihydropyranones

R. Liu, C. Yu, Z. Xiao, T. Li, X. Wang, Y. Xie and C. Yao, Org. Biomol. Chem., 2014, 12, 1885 DOI: 10.1039/C3OB42008F

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