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Bench-Stable 5-Stannyl Triazoles by a Copper(I)-Catalyzed Interrupted Click Reaction: Bridge to Trifluoromethyltriazoles and Trifluoromethylthiotriazoles.

Fang WeiTong ZhouYudao MaChen-Ho TungZhenghu Xu
Published in: Organic letters (2017)
Metalated triazoles are the key reactive intermediate of the current click reaction (CuAAC). Bench-stable 5-stannyl triazoles are obtained by a copper-catalyzed interrupted click reaction of easily available terminal alkynes. Subsequent palladium-catalyzed cross-coupling reactions, electrophilic trifluoromethylthiolation and trifluoromethylation, generate diverse 1,4,5-trisubstituted triazoles efficiently, which the traditional click reaction is unable to do.
Keyphrases
  • electron transfer