4.4 Article

Visible-Light Promoted Preparation of Trifluoromethylated Tetrahydrofuran and Tetrahydropyran

Journal

CHINESE JOURNAL OF ORGANIC CHEMISTRY
Volume 39, Issue 1, Pages 200-206

Publisher

SCIENCE PRESS
DOI: 10.6023/cjoc201808048

Keywords

trifluoromethanesulfonyl chloride; tetrahydrofuran; tetrahydropyran; visible light; alkoxyl-trifluoromethylation

Funding

  1. National Natural Science Foundation of China [21722203, 21831002, 21801116, 21572096]
  2. Shenzhen Special Funds for the Development of Biomedicine, Internet, New Energy, and New Material Industries [JCYJ20170412152435366, JCYJ20170307105638498]
  3. Natural Science Foundation of Guangdong Province [2018A030310083]
  4. Shenzhen Nobel Prize Scientists Laboratory Project [C17213101]

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An efficient protocol for facile access to trifluoromethylated tetrahydrofuran and tetrahydropyran has been developed under visible light irradiation conditions via radical 1,2-alkoxyl-trifluoromethvlation of unactivated alkene. It features the use of readily commercially available and operatively simple trifluoromethanesulfonyl chloride as a trifluoromethyl radical source, thus making the protocol potentially appealing for practical preparation.

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