Structural and theoretical evidence of the reaction products of ethyl(ethoxymethylene)cyanoacetate with 5-phenoxymethyl-2-amino-2-oxazoline
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Add time:08/29/2019 Source:sciencedirect.com
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.
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