Clark, Andrew J., Coles, Stuart R., Collis, Alana, Fullaway, David R., Murphy, Nicholas P. and Wilson, Paul (2009) 2-Aryl propionamides via 1,4-aryl radical migration from N-arylsulfonyl-2-bromopropionamides. Tetrahedron Letters, Vol.50 (No.46). pp. 6311-6314. doi:10.1016/j.tetlet.2009.08.125 ISSN 0040-4039.

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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. (C) 2009 Elsevier Ltd. All rights reserved.

Item Type:	Journal Article
Subjects:	Q Science > QD Chemistry T Technology > TP Chemical technology
Divisions:	Faculty of Science, Engineering and Medicine > Science > Chemistry
Library of Congress Subject Headings (LCSH):	Copper, Ring formation (Chemistry), Free radical reactions, Arylation, Sulfonium compounds
Journal or Publication Title:	Tetrahedron Letters
Publisher:	Elsevier
ISSN:	0040-4039
Official Date:	18 November 2009
Dates:	Date Event 18 November 2009 Published
Volume:	Vol.50
Number:	No.46
Number of Pages:	4
Page Range:	pp. 6311-6314
DOI:	10.1016/j.tetlet.2009.08.125
Status:	Peer Reviewed
Publication Status:	Published
Access rights to Published version:	Restricted or Subscription Access
Funder:	Engineering and Physical Sciences Research Council (EPSRC)

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