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Copper(I) halide mediated tandem 1,4-aryl migration-oxidative amidyl radical cyclisation of bromosulfonamides
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Clark, Andrew J., Fullaway, David R., Murphy, Nicholas P. and Parekh, Hemal (2010) Copper(I) halide mediated tandem 1,4-aryl migration-oxidative amidyl radical cyclisation of bromosulfonamides. Synlett (No.4). pp. 610-614. doi:10.1055/S-0029-1219151
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Official URL: http://dx.doi.org/10.1055/s-0029-1219151
Abstract
Reaction of N-butyl-N-(2-bromo-2-methylpropionyl)-arylsulfonamides with CuBr/tripyridylamine leads to amidyl radicals via 1,4-aryl migration with concomitant loss of SO2, which can further undergo cyclisation to oxindoles or reduction to amides with the ratio dependent upon the temperature and solvent utilised.
| Item Type: | Journal Article | ||||
|---|---|---|---|---|---|
| Subjects: | Q Science > QD Chemistry | ||||
| Divisions: | Faculty of Science > Chemistry | ||||
| Library of Congress Subject Headings (LCSH): | Copper, Free radical reactions, Ring formation (Chemistry), Sulfonamides | ||||
| Journal or Publication Title: | Synlett | ||||
| Publisher: | Georg Thieme Verlag | ||||
| ISSN: | 0936-5214 | ||||
| Official Date: | March 2010 | ||||
| Dates: |
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| Number: | No.4 | ||||
| Number of Pages: | 5 | ||||
| Page Range: | pp. 610-614 | ||||
| DOI: | 10.1055/S-0029-1219151 | ||||
| Status: | Peer Reviewed | ||||
| Publication Status: | Published | ||||
| Access rights to Published version: | Restricted or Subscription Access | ||||
| Funder: | Engineering and Physical Sciences Research Council (EPSRC) | ||||
| Grant number: | EP/F016573 (EPSRC) |
Data sourced from Thomson Reuters' Web of Knowledge
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