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Ruthenium-Catalyzed Cycloaddition of Aryl Azides and Alkynes

Lars Kyhn Rasmussen, Brant C. Boren and Valery V. Fokin*

*Department of Chemistry, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California 92037, Email: fokinscripps.edu

L. K. Rasmussen, B. C. Boren, V. V. Fokin, Org. Lett., 2007, 9, 5337-5339.

DOI: 10.1021/ol701912s (free Supporting Information)


Abstract

The formation of 1,5-disubstituted 1,2,3-triazoles from aryl azides and alkynes was readily accomplished using [Cp*RuCl]4 as catalyst in dimethylformamide. The reaction provided higher yields, cleaner product, and shorter reaction times when carried out under microwave irradiation.

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Ruthenium-Catalyzed Azide−Alkyne Cycloaddition: Scope and Mechanism

B. C. Boren, S. Narayan, L. K. Rasmussen, L. Zhang, H. Zhao, Z. Lin, G. Jia, V. V. Fokin, J. Am. Chem. Soc., 2008, 130, 8923-8930.

Transition-Metal-Free Catalytic Synthesis of 1,5-Diaryl-1,2,3-triazoles

S. W. Kwok, J. R. Fotsing, R. J. Fraser, V. O. Rodinov, V. V. Fokin, Org. Lett., 2010, 12, 4217-4219.


Key Words

1,2,3-Triazoles, Click Chemistry


ID: J54-Y2007-4080