Copper- catalyzed intermolecular hydroamination of vinylarenes and 1,3-dienes with sulfonamides and carbamates

ORGN 186

Jason G Taylor, jason.taylor@imperial.ac.uk1, Neil Whittall2, and King Kuok Mimi Hii, mimi.hii@imperial.ac.uk1. (1) Department of Chemistry, Imperial College London, Exhibition Road, South Kensington, London, SW7 2AZ, United Kingdom, (2) GlaxoSmithKline, Old Powder Mills, Nr. Leigh, Tonbridge,GlaxoSmithKline, Old Powder Mills, Nr. Leigh, Tonbridge, Kent TN11 9AN, U.K, Kent, TN11 9AN, United Kingdom
The hydroamination reaction involves the addition of an N-H bond across carbon-carbon multiple bonds. The addition of weak nitrogen nucleophiles such as sulfonamides and carbamates are particularly interesting as they offer a means of liberating the free amine. In this work, we will present the first copper (II) catalyst for the addition of sulfonamides and carbamates to norbornene, vinylarenes and 1,3-dienes (scheme 1). The effect of ligands and additives will be discussed.

 

Asymmetric Reactions and Syntheses, Metal-Mediated Reactions, Combinatorial, Parallel, and Solid-Phase Chemistry
8:00 PM-10:00 PM, Sunday, 10 September 2006 Moscone Center -- Hall D, Poster

Division of Organic Chemistry

The 232nd ACS National Meeting, San Francisco, CA, September 10-14, 2006