Gold-Catalyzed Oxidation of Thioalkynes to Form Phenylthio Ketene Derivatives via a Noncarbene Route

Pankaj Sharma, Rahulkumar Rajmani Singh, Sovan Sundar Giri, Liang Yu Chen, Mu Jeng Cheng, Rai Shung Liu

研究成果: Article

4 引文 斯高帕斯(Scopus)

摘要

Gold-catalyzed oxidations of thioalkynes with 8-methylquinoline oxides afford 2-phenylthioketenes that can be trapped efficiently with alcohols. The synthetic utility is manifested by terminal and internal thioalkynes over a wide scope, bearing esters, ketones, alkyl, and oxime substituents. Our density functional theory calculations suggest that gold-catalyzed oxidations of terminal and internal thioalkynes with 8-methylquinoline oxides generate gold-bound ketene intermediates without the intermediacy of α-oxo gold carbene.

原文English
頁(從 - 到)5475-5479
頁數5
期刊Organic Letters
21
發行號14
DOIs
出版狀態Published - 2019 七月 5

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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