Visible-light-induced radical cascade cyclization of 1-(allyloxy)-2-(1-arylvinyl)benzenes with sulfonyl chlorides for the synthesis of sulfonated benzoxepines?

Organic Chemistry Frontiers Pub Date: 2021-06-02 DOI: 10.1039/D1QO00611H

Abstract

A visible light photocatalyzed cascade sulfonylation/cyclization of 1-(allyloxy)-2-(1-arylvinyl)benzenes with sulfonyl chlorides for the construction of sulfonated benzoxepines is developed. In the presence of Eosin Y (2.0 mol%) as a photocatalyst and Na2CO3 as a base, the reactions proceed smoothly to afford seven-membered rings in good yields. This transformation features wide substrate scope, the use of easily accessible materials and excellent functional group tolerance.

Graphical abstract: Visible-light-induced radical cascade cyclization of 1-(allyloxy)-2-(1-arylvinyl)benzenes with sulfonyl chlorides for the synthesis of sulfonated benzoxepines
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