4.7 Article

Photoredox-catalysed redox-neutral trifluoromethylation of vinyl azides for the synthesis of α-trifluoromethylated ketones

Journal

CHEMICAL COMMUNICATIONS
Volume 53, Issue 10, Pages 1696-1699

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c6cc10035j

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Funding

  1. National Natural Science Foundation of China [21302134]
  2. Natural Science Foundation of Jiangsu [BK20130338]
  3. Priority Academic Program Development of Jiangsu Higher Education Institutions (PAPD)

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A redox-neutral, mild, and simple protocol is developed for the synthesis of a-trifluoromethylated ketones from vinyl azides under transition-metal-free conditions. In the presence of organic photoredox catalyst N-methyl-9-mesityl acridinium and sodium trifluoromethanesulfinate, a broad range of substituted vinyl azides were found to react smoothly upon visible-light irradiation, readily furnishing the corresponding products in satisfied yields.

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