The Journal of Organic Chemistry 2018-04-05

Copper(I)-Catalyzed Synthesis of 1,4-Disubstituted 1,2,3-Triazoles from Azidoformates and Aryl Terminal Alkynes

Heejin Lee, Jae Kyun Lee, Sun-Joon Min, Hyeonglim Seo, Youngbok Lee, Hakjune Rhee

文献索引：10.1021/acs.joc.8b00022

摘要

The copper(I)-catalyzed azide–alkyne cycloaddition reaction has been extensively studied and widely applied in organic synthesis. However, the formation of 1,2,3-triazoles with electron-deficient azide has been a challenging problem. In this report, we have demonstrated the formation of regioselective 1,4-disubstituted 1,2,3-triazoles from various types of aryl terminal alkynes and azidoformates, which are electron-deficient azides, using a commercialized [Cu(CH3CN)4]PF6 copper(I) catalyst under mild conditions.