Furan Dearomatization: A Route to Diverse Fluoroalkyl/Aryl Triazoles.

The 5-fluoroalkyl-1,2,3-triazoles, serving as a pivotal element in medicinal chemistry, hold substantial research significance. In this work, we developed a furan dearomatization reaction for the synthesis of various 5-fluoroalkyl-1,2,3-triazoles, which contains -CF 3 , -CF 2 H, -CF 2 CF 3 , -CF 2 CF 2 CF 3 , -CF 2 CO 2 Et, and -C 6 F 5 . This methodology relies on the intermolecular [3 + 2] cycloaddition/furan ring-opening triggered by α-fluoroalkyl furfuryl cation with azides to stereoselectively synthesize a series of ( E )-fluoroalkyl enone triazoles. The reaction proceeds without metal participation, exhibits excellent substrate tolerance, and has excellent synthetic utility.