Issue 35, 2023

Synthesis of tetracyclic dibenzo[b,f][1,4]oxazepine-fused β-lactams via visible-light-induced Staudinger annulation

Abstract

An efficient visible-light-induced Staudinger [2 + 2] annulation reaction between α-diazo ketones and dibenzo[b,f][1,4]oxazepine/thiazepine-imines under catalyst-free conditions has been developed. This protocol provides a facile method to synthesize tetracyclic dibenzo[b,f][1,4]oxazepine/thiazepine-fused β-lactams bearing a quaternary carbon center with a broad substrate scope and high efficiency (37 examples, up to >99% yield).

Graphical abstract: Synthesis of tetracyclic dibenzo[b,f][1,4]oxazepine-fused β-lactams via visible-light-induced Staudinger annulation

Supplementary files

Article information

Article type
Paper
Submitted
06 Jul 2023
Accepted
01 Aug 2023
First published
14 Aug 2023

Org. Biomol. Chem., 2023,21, 7106-7114

Synthesis of tetracyclic dibenzo[b,f][1,4]oxazepine-fused β-lactams via visible-light-induced Staudinger annulation

J. Wang, Y. Zhao, W. Li, X. Kong, C. Yao and K. Zhang, Org. Biomol. Chem., 2023, 21, 7106 DOI: 10.1039/D3OB01078C

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