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Tandem Catalysis: From Alkynoic Acids and Aryl Iodides to 1,2,3-Triazoles in One Pot

Andrej Kolarovič*, Michael Schnürch and Marko D. Mihovilovic

*Institute of Organic Chemistry, Catalysis and Petrochemistry, Slovak University of Technology, Radlinskeho 9, 81237 Bratislava, Slovak Republic, Email: andrej.kolarovicstuba.sk

A. Kolarovič, M. Schnürch, M. D. Mihovilovic, J. Org. Chem., 2011, 76, 2613-2618.

DOI: 10.1021/jo1024927 (free Supporting Information)


Abstract

A tandem catalysis protocol based on decarboxylative coupling of alkynoic acids and 1,3-dipolar cycloaddition of azides avoids usage of gaseous or highly volatile terminal alkynes, reduces handling of potentially unstable and explosive azides to a minimum, and furnishes various functionalized 1,2,3-triazoles in excellent yields and a very good purity without the need for additional purification.

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Key Words

Click Chemistry, 1,2,3-Triazoles, Multicomponent Reactions


ID: J42-Y2011-1070