Organic Chemistry Portal

Abstracts

Search:

Synthesis of Benzisoxazolines by the Coupling of Arynes with Nitrones

Chun Lu, Anton V. Dubrovskiy and Richard C. Larock*

*Department of Chemistry, Iowa State University, Ames, Iowa 50011, United States, Email: larockiastate.edu

C. Lu, A. V. Dubrovskiy, R. C. Larock, J. Org. Chem., 2012, 77, 2279-2284.

DOI: 10.1021/jo2025064 (free Supporting Information)


Abstract

A broad range of substituted benzisoxazolines have been synthesized by a mild [3 + 2] cycloaddition of nitrones and arynes. The process tolerates various functional groups.


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, Org. Lett., 2010, 12, 1180-1183.


Key Words

benzo-fused O-Heterocycles, benzo-fused N-Heterocycles, Huisgen 1,3-dipolar Cycloaddition


ID: J42-Y2012-0540