Issue 83, 2023

Synthesis of benzo[f][1,2]thiazepine 1,1-dioxides based on the visible-light-mediated aza Paternò–Büchi reaction of benzo[d]isothiazole 1,1-dioxides with alkenes

Abstract

A new two-step, one-pot synthesis of benzo[f][1,2]thiazepine 1,1-dioxides was developed, which contains a visible-light mediated aza Paternò–Büchi reaction of benzo[d]isothiazole 1,1-dioxides with alkenes and a Lewis acid catalyzed ring-expansion of azetidine. In this work, the mechanism of the aza Paternò–Büchi reaction was also investigated.

Graphical abstract: Synthesis of benzo[f][1,2]thiazepine 1,1-dioxides based on the visible-light-mediated aza Paternò–Büchi reaction of benzo[d]isothiazole 1,1-dioxides with alkenes

Supplementary files

Article information

Article type
Communication
Submitted
02 Aug 2023
Accepted
20 Sep 2023
First published
02 Oct 2023

Chem. Commun., 2023,59, 12467-12470

Synthesis of benzo[f][1,2]thiazepine 1,1-dioxides based on the visible-light-mediated aza Paternò–Büchi reaction of benzo[d]isothiazole 1,1-dioxides with alkenes

Y. Wang, P. Liu, H. Zhang, P. Xu and Y. Luo, Chem. Commun., 2023, 59, 12467 DOI: 10.1039/D3CC03745B

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