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Synthesis of Triazoles from Nonactivated Terminal Alkynes via the Three-Component Coupling Reaction Using a Pd(0)-Cu(I) Bimetallic Catalyst

Shin Kamijo, Tienan Jin, Zhibao Huo and Yoshinori Yamamoto*

*Department of Chemistry, Graduate School of Science, Tohoku University, Sendai 980-8578, Email: yoshimail.tains.tohoku.ac.jp

S. Kamijo, T. Jin, Z. Huo, Y. Yamamoto, J. Am. Chem. Soc., 2003, 125, 7786-7787.

DOI: 10.1021/ja034191s (free Supporting Information)


Abstract

Triazoles have been synthesized via a three-component coupling reaction of unactivated terminal alkynes, allyl carbonate, and trimethylsiyl azide under Pd(0)-Cu(I) bimetallic catalysis. The deallylation of the resulting allyltriazoles is described.


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proposed mechanism



Key Words

1,2,3-Triazoles, Tsuji-Trost Reaction, Multicomponent Reactions, Click Chemistry


ID: J48-Y2003-1510