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A trisulfur radical anion (S3˙-) involved sulfur insertion reaction of 1,3-enynes: sulfide sources control chemoselective synthesis of 2,3,5-trisubstituted thiophenes and 3-thienyl disulfides.

Cascade cyclization reactions of S3˙- in situ generated from S2- with 1,3-enynes for the chemoselective synthesis of 2,3,5-trisubstituted thiophenes and 3-thienyl disulfides controlled by sulfide salts are developed. These two… Click to show full abstract

Cascade cyclization reactions of S3˙- in situ generated from S2- with 1,3-enynes for the chemoselective synthesis of 2,3,5-trisubstituted thiophenes and 3-thienyl disulfides controlled by sulfide salts are developed. These two protocols provide new, environment-friendly and simple strategies to construct 2,3,5-trisubstituted thiophenes and 3-thienyl disulfides via the formation of two and six C-S bonds, respectively.

Keywords: thiophenes thienyl; thienyl disulfides; synthesis trisubstituted; trisubstituted thiophenes; chemoselective synthesis

Journal Title: Chemical communications
Year Published: 2019

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