Issue 11, 2024

Synthesis of oxindole fused 1,3-oxazepanes via hydride transfer initiated ring expansion of pyrrolidine

Abstract

An efficient B(C6F5)3 catalyzed protocol for the synthesis of oxindole fused 1,3-oxazepanes from pyrrolidine-substituted aryl alkynones has been developed. A ring expansion of pyrrolidine and dual hydride transfer were involved in the cascade reactions. Transition metal-free conditions, good functional group tolerance and operational simplicity make this C(sp3)–H functionalization methodology attractive.

Graphical abstract: Synthesis of oxindole fused 1,3-oxazepanes via hydride transfer initiated ring expansion of pyrrolidine

Supplementary files

Article information

Article type
Research Article
Submitted
13 Mar 2024
Accepted
11 Apr 2024
First published
12 Apr 2024

Org. Chem. Front., 2024,11, 3173-3178

Synthesis of oxindole fused 1,3-oxazepanes via hydride transfer initiated ring expansion of pyrrolidine

P. He, Z. Wang, Q. Kang, N. Fei, C. Wang and Y. Li, Org. Chem. Front., 2024, 11, 3173 DOI: 10.1039/D4QO00474D

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