4.8 Article

Metal-Free sp3 C-SCF3 Coupling Reactions between Cycloketone Oxime Esters and S-trifluoromethyl 4-Methylbenzenesulfonothioate

Journal

ORGANIC LETTERS
Volume 22, Issue 3, Pages 863-866

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.9b04343

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Funding

  1. National Natural Science Foundation of China [21572158]
  2. Tianjin Natural Science Foundation [18JCQNJC76600]

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A novel sp(3) C-SCF3 coupling reaction between cycloketone oxime esters and S-trifluoromethyl 4-methylbenzenesulfonothioate was achieved. Ethanol was found to facilitate this transformation by trapping the sulfonyl cation. The metal-free and photocatalyst-free reaction conditions, as well as the broad substrate scope, make this a green protocol for the synthesis of SCF3-substituted nitriles.

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