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Intramolecular radical additions to quinolines

Intramolecular radical additions to quinolines
Intramolecular radical additions to quinolines
The paper is concerned with intramolecular radical additions to quinolines. Radical additions to C-2, C-3 and C-4 of a quinoline have all been shown to proceed under neutral conditions. In each case formation of heteroaromatic products, rather than dihydroquinolines. was observed (implicating the so called oxidative tin hydride pathway).
radicals and radical reactions, quinolines, nitrogen heterocycles, cyclisationipso substitution-reactions, tert-butylmercury halides, pyridiniumrings, cyclization, alkaloids, pyrroles, biaryls, bu3snh, route, toddaquinoline
0040-4020
3387-3400
Harrowven, D. C.
bddcfab6-dbde-49df-aec2-42abbcf5d10b
Sutton, B. J.
dce4566b-0de3-45bd-9c44-56887eb86f55
Coulton, S.
9d74c362-5867-4bef-ad9f-d3b819f042ca
Harrowven, D. C.
bddcfab6-dbde-49df-aec2-42abbcf5d10b
Sutton, B. J.
dce4566b-0de3-45bd-9c44-56887eb86f55
Coulton, S.
9d74c362-5867-4bef-ad9f-d3b819f042ca

Harrowven, D. C., Sutton, B. J. and Coulton, S. (2002) Intramolecular radical additions to quinolines. Tetrahedron, 58 (17), 3387-3400. (doi:10.1016/S0040-4020(02)00295-8).

Record type: Article

Abstract

The paper is concerned with intramolecular radical additions to quinolines. Radical additions to C-2, C-3 and C-4 of a quinoline have all been shown to proceed under neutral conditions. In each case formation of heteroaromatic products, rather than dihydroquinolines. was observed (implicating the so called oxidative tin hydride pathway).

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More information

Published date: 22 April 2002
Keywords: radicals and radical reactions, quinolines, nitrogen heterocycles, cyclisationipso substitution-reactions, tert-butylmercury halides, pyridiniumrings, cyclization, alkaloids, pyrroles, biaryls, bu3snh, route, toddaquinoline

Identifiers

Local EPrints ID: 19761
URI: http://eprints.soton.ac.uk/id/eprint/19761
ISSN: 0040-4020
PURE UUID: 969aae33-bf6c-48f0-b4ee-855d3e5daf97
ORCID for D. C. Harrowven: ORCID iD orcid.org/0000-0001-6730-3573

Catalogue record

Date deposited: 17 Feb 2006
Last modified: 28 Apr 2022 01:38

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Contributors

Author: D. C. Harrowven ORCID iD
Author: B. J. Sutton
Author: S. Coulton

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