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2-Aryl propionamides via 1,4-aryl radical migration from N-arylsulfonyl-2-bromopropionamides
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Clark, A. J. (Andrew J.), Coles, Stuart R., Collis, Alana, Fullaway, David R., Murphy, Nicholas P. and Wilson, P. (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. ISSN 0040-4039
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Official URL: http://dx.doi.org/10.1016/j.tetlet.2009.08.125
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 > 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 |
| Date: | 18 November 2009 |
| Volume: | Vol.50 |
| Number: | No.46 |
| Number of Pages: | 4 |
| Page Range: | pp. 6311-6314 |
| Identification Number: | 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) |
| URI: | http://wrap.warwick.ac.uk/id/eprint/17073 |
Data sourced from Thomson Reuters' Web of Knowledge
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