Cu-Catalyzed Synthesis of Fluoroalkylated Isoxazoles from Commercially Available Amines and Alkynes

• DOI: 10.1021/acs.orglett.7b04028
• Publication Date: 2018-01-23T20:01:49Z
• Authors: Xiao-Wei Zhang; Wen-Li Hu; Suo Chen; Xiang-Guo Hu
• Keywords: 01 natural sciences; 0104 chemical sciences

A one-pot protocol for the construction of fluoroalkylated isoxazoles directly from commercially available amines and alkynes is described. The reaction is scalable, operationally simple, regioselective, mild, and tolerant of a broad range of functional groups. As such, it could be viewed as a "click synthesis" of fluoroalkylated isoxazoles. Preliminary mechanistic investigations reveal that the transformation involves an unprecedented Cu-catalyzed cascade sequence involving RfCHN2.