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Aryl pyrrolidinones via radical 1,4-aryl migration and 5-endo-trig cyclisation of N-(2-bromoallyl)arylcarboxamides

Abstract:
Radical reaction of a series of N-(2-bromoallyl)arylcarboxamides led to the production of 4-arylpyrrolidin-2-ones and directly reduced materials in comparable yields. A cascade process, involving sequential 5-exo-trig spirocyclisation, β-scission, and 5-endo-trig cyclisation of the resulting acyl radical, is proposed to explain the pyrrolidinone products. © 2006 Elsevier Ltd. All rights reserved.
Publication status:
Published

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Authors


Palframan, MJ More by this author
Tchabanenko, K More by this author
More by this author
Institution:
University of Oxford
Department:
Oxford, MPLS, Chemistry, Organic Chemistry
Journal:
TETRAHEDRON LETTERS
Volume:
47
Issue:
47
Pages:
8423-8425
Publication date:
2006-11-20
DOI:
ISSN:
0040-4039
URN:
uuid:3a21151a-2261-49e8-87fb-9518a696961a
Source identifiers:
55222
Local pid:
pubs:55222
Language:
English

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