Organic Chemistry Portal

Abstracts

Search:

Transition Metal-Catalyzed Regio- and Stereoselective Aminobromination of Olefins with TsNH2 and NBS as Nitrogen and Bromine Sources

Vinay V. Thakur, Siva Kumar Talluri and A. Sudalai*

*Process Development Division, National Chemical Laboratory, Pashan Road, Pune-411 008, India, Email: a.sudalaincl.res.in

V. V. Thakur, S. K. Talluri, A. Sudalai, Org. Lett., 2003, 5, 861-864.

DOI: 10.1021/ol027530f (free Supporting Information)


Abstract

A new procedure for aminobromination of olefins gives vicinal bromoamine derivatives in high yields using Cu, Mn, or V catalysts with p-toluenesulfonamide as nitrogen source and N-bromosuccinimide (NBS) as bromine source. Excellent regio- and stereoselectivity is shown for different olefinic substrates as well as transition metal catalysts.

see article for more examples



Key Words

Aminobromination, Sulfonamides, N-Bromosuccinimide, Bromination


ID: J54-Y2003-340