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2-Aryl propionamides via 1,4-aryl radical migration from N-arylsulfonyl-2-bromopropionamides
Authors:Andrew J Clark  Stuart R Coles  Alana Collis  David R Fullaway  Nicholas P Murphy  Paul Wilson
Institution:Department of Chemistry, University of Warwick, Coventry, West Midlands CV4 7AL, United Kingdom
Abstract:Reaction of N-alkyl-N-arylsulfonyl-2-halo-propionamides with pentamethyldiethylenetriamine and either CuBr or CuCl leads to 2-aryl propionamides via initial radical generation, 1,4-aryl migration with loss of SO2 and reduction of the intermediate amidyl radical in 40-99% yields.
Keywords:Copper  ATRC  Atom transfer  Radical  Aryl migration  Dimethylpiperazine
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