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Pyrrolo[1,2,3-de]quinoxalines: unexpected products from 1,3-dipolar cycloaddition of dihydroimidazolium ylides

Jones, Raymond C. F.; Iley, James N.; Lory, Pedro M. J.; Coles, Simon C.; Light, Mark E. and Hursthouse, Michael B. (2001). Pyrrolo[1,2,3-de]quinoxalines: unexpected products from 1,3-dipolar cycloaddition of dihydroimidazolium ylides. Tetrahedron Letters, 42(23) pp. 3951–3954.

DOI (Digital Object Identifier) Link: http://dx.doi.org/10.1016/S0040-4039(01)00617-7
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Abstract

4,5-Dihydroimidazoles undergo an N-alkylation and 1,3-dipolar cycloaddition cascade with unsaturated alpha-bromoketones, with subsequent eliminative ring-opening, recyclisation and tautomerisation to form unexpected hexahydropyrrolo[1,2,3-de]quinoxalines.

Item Type: Journal Article
ISSN: 0040-4039
Extra Information: Some of the symbols may not have transferred correctly into this bibliographic record.
Keywords: intramolecular; 1,3-dipolar cycloaddition
Academic Unit/Department: Science > Life, Health and Chemical Sciences
Item ID: 4017
Depositing User: James Iley
Date Deposited: 06 Jul 2006
Last Modified: 02 Dec 2010 19:50
URI: http://oro.open.ac.uk/id/eprint/4017
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