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: https://doi.org/10.1016/S0040-4039(01)00617-7

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.

Viewing alternatives

Metrics

Item Actions

Export

You can export this page using these formats Digital Object Identifier - DOI