Benzyne Click Chemistry: Synthesis of Benzotriazoles from Benzynes and Azides

Feng Shi, Jesse P. Waldo, Yu Chen and Richard C. Larock*

*Department of Chemistry, Iowa State University, Ames, Iowa 50010, Email: larockiastate.edu

F. Shi, J. P. Waldo, Y. Chen, R. C. Larock, Org. Lett., 2008, 10, 2409-2412.

DOI: 10.1021/ol800675u

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Abstract

A [3 + 2] cycloaddition of azides to benzynes affords a rapid and easy entry to a variety of substituted, functionalized benzotriazoles under mild conditions.

see article for more examples

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Synthesis of Benzisoxazoles by the [3 + 2] Cycloaddition of in situ Generated Nitrile Oxides and Arynes

A. V. Dubrovskiy, R. C. Larock., 2010, 12, 1180-1183.

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Key Words

Benzotriazoles, Click Chemistry, 1,3-dipolar Cycloaddition

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ID: J54-Y2008-1590