A general and efficient five-step one-pot procedure leading to nitrogen-bridgehead heterocycles containing an imidazole ring

Parenty, A.D.C., Song, Y.-F., Richmond, C.J. and Cronin, L. (2007) A general and efficient five-step one-pot procedure leading to nitrogen-bridgehead heterocycles containing an imidazole ring. Organic Letters, 9(12), pp. 2253-2256. (doi: 10.1021/ol070263z)

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Publisher's URL: http://dx.doi.org/10.1021/ol070263z

Abstract

A very simple annulation reaction was designed, allowing an imidazole moiety to be fused onto a range of pyridine-based derivatives. The methodology consists of an activation step via the formation of a pyridinium salt to increase the electrophilicity of the pyridine ring, followed by a cascade reaction triggered by a nucleophilic attack of the iminium moiety. Depending on the pyridinium salt, it is possible to obtain functionalized imidazole moieties.

Item Type:Articles
Status:Published
Refereed:Yes
Glasgow Author(s) Enlighten ID:Parenty, Mr Alexis and Song, Dr Yufei and Cronin, Professor Lee
Authors: Parenty, A.D.C., Song, Y.-F., Richmond, C.J., and Cronin, L.
Subjects:Q Science > QD Chemistry
College/School:College of Science and Engineering > School of Chemistry
University Centres > Glasgow Materials Research Initiative
Journal Name:Organic Letters
ISSN:1523-7060

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