Organic Chemistry Portal



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:

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

DOI: 10.1021/ol800675u


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

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.

Key Words

Benzotriazoles, Click Chemistry, 1,3-dipolar Cycloaddition

ID: J54-Y2008-1590