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

Author:
Lee, Heejin, Lee, Jae Kyun, Min, Sun-Joon, Seo, Hyeonglim, Lee, Youngbok, Rhee, Hakjune
Source:
Journal of organic chemistry 2018 v.83 no.8 pp. 4805-4811
ISSN:
1520-6904
Subject:
alkynes, azides, catalysts, chemical structure, commercialization, copper, cycloaddition reactions, organic chemistry, regioselectivity, triazoles
Abstract:
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.
Agid:
6046993