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Updated: Dec 3, 2025

Facile Preparation of 4-Substituted Quinazoline Derivatives
Published on: February 15, 2016
Ammonium Chloride-Mediated Trifluoromethylthiolation of p-Quinone Methides
Debabrata Das1, Krishna Gopal Ghosh1, Palasetty Chandu1
1Department of Chemical Sciences, Indian Institute of Science Education and Research, Kolkata Mohanpur 741246, West Bengal, India.
Abstract:
Ammonium chloride-mediated trifluoromethylthiolation of p-quinone methides is reported using inexpensive and bench stable AgSCF3 as a nucleophilic trifluoromethylthiolating (-SCF3) reagent. This method is an efficient strategy for the construction of the benzylic C(sp)-SCF3 bond to synthesize trifluoromethylthio-diarylmethane derivatives by 1,6-conjugate addition/aromatization under mild reaction conditions without any metal catalyst, oxidants, or additives. This is the first report of trifluoromethylthiolation of p-quinone methides. In addition, di-trifluoromethylthiolation of δ-chloro-p-quinone methide and scalability are demonstrated.
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