4.7 Article

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

Journal

ORGANIC CHEMISTRY FRONTIERS
Volume 8, Issue 15, Pages 4095-4100

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/d1qo00611h

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Funding

  1. National Natural Science Foundation of China [21901006]
  2. Anhui Provincial Natural Science Foundation [1908085QB80]

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A visible light photocatalyzed cascade sulfonylation/cyclization method for constructing sulfonated benzoxepines has been developed. This method shows excellent substrate scope, the use of readily available materials, and high tolerance towards functional groups.
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.

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