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Intramolecular radical additions to quinolines

Intramolecular radical additions to quinolines
Intramolecular radical additions to quinolines
This 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, cyclisationtert-butylmercury halides, condensed thiophenes, cyclizations, butylation, bu3snh
0040-4039
2907-2910
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. (2001) Intramolecular radical additions to quinolines. Tetrahedron Letters, 42 (15), 2907-2910. (doi:10.1016/S0040-4039(01)00321-5).

Record type: Article

Abstract

This 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: 9 April 2001
Keywords: radicals and radical reactions, quinolines, nitrogen heterocycles, cyclisationtert-butylmercury halides, condensed thiophenes, cyclizations, butylation, bu3snh

Identifiers

Local EPrints ID: 19509
URI: http://eprints.soton.ac.uk/id/eprint/19509
ISSN: 0040-4039
PURE UUID: b0a43ddb-3e3f-43f9-8f66-bbc131a43182
ORCID for D. C. Harrowven: ORCID iD orcid.org/0000-0001-6730-3573

Catalogue record

Date deposited: 14 Feb 2006
Last modified: 16 Mar 2024 02:46

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Contributors

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

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