C. Chaimbault, J. Bosc, C. Jarry
Sep 14, 1999
Citations
0
Influential Citations
8
Citations
Journal
Journal of Molecular Structure
Abstract
Abstract The reaction between ethyl(ethoxymethylene)cyanoacetate and 5-phenoxymethyl-2-amino-2-oxazoline leads to a 1,4-adduct and to a 2,3-dihydrooxazolo[3,2-a]pyrimidin-5-one. The structures were assigned by spectroscopy and, for the cyclocondensation compound, by X-ray crystallography. The question of regioselectivity was studied by a theoretical approach in order to determine the more reliable reaction pathways. An unexpected mechanistic scheme is proposed to explain the formation of the cyclocondensed compound.