4.7 Article

Amide-assisted α-C(sp3)-H acyloxyation of organic sulfides to access α-acyloxy sulfides

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ORGANIC CHEMISTRY FRONTIERS
卷 8, 期 18, 页码 4974-4979

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ROYAL SOC CHEMISTRY
DOI: 10.1039/d1qo00774b

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  1. National Natural Science Foundation of China [21572026, 21702019]
  2. Advanced Catalysis and Green Manufacturing Collaborative Innovation Center, Changzhou University

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The direct acyloxylation of 2-(alkylthio)benzamide has been achieved via an amide-assisted alpha-C(sp(3))-H functionalization in the presence of Selectfluor using simple carboxylic acid and its corresponding salt as acyloxy sources. This method demonstrates a broad substrate scope, moderate to good yields, excellent functional group compatibility, and provides a complementary strategy for accessing important alpha-acyloxy sulfides and their derivatives.
The direct acyloxyation of 2-(alkylthio)benzamide has been established via the amide-assisted alpha-C(sp(3))-H functionalization in the presence of Selectfluor by employing simple carboxylic acid and its corresponding salt as acyloxy sources. This novel and simple method is characterized by its broad substrate scope in moderate to good yields and excellent functional group compatibility. Furthermore, this method also provides a complementary strategy to access important alpha-acyloxy sulfides and their derivatives.

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