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Gold (I/III)-Catalyzed Trifluoromethylthiolation and Trifluoromethylselenolation of Organohalides.

Sagar R MudshingeYuhao YangBo XuGerald B HammondZhichao Lu
Published in: Angewandte Chemie (International ed. in English) (2022)
The first C-SCF 3 /SeCF 3 cross-coupling reactions using gold redox catalysis [(MeDalphos)AuCl], AgSCF 3 or Me 4 NSeCF 3 , and organohalides as substrates are reported. The new methodology enables a one-stop shop synthesis of aryl/alkenyl/alkynyl trifluoromethylthio- and selenoethers with a broad substrate scope (>60 examples with up to 97 % isolated yield). The method is scalable, and its robustness is evidenced by the late-stage functionalization of various bioactive molecules, which makes this reaction an attractive alternative in the synthesis of trifluoromethylthio- and selenoethers for pharmaceutical and agrochemical research and development.
Keyphrases
  • silver nanoparticles
  • room temperature
  • electron transfer