Year 2005, Month 12 (Section Full Articles, Page 2880)
Reaction of 3-aryl-2-cyanothioacrylamides with dimethyl
acetylenecarboxylate, methyl propiolate, and N-phenylmaleimide
T. G. Deryabina, M. A. Demina, N. P. Belskaya, and V. A. Bakulev
The reaction of cyanothioacrylamides with dimethyl acetylenedicarboxylate, methyl
propiolate, and N-phenylmaleimide was studied. The reaction follows a cycloaddition pathway to give thiopyrans, irrespective of the electronic or spatial effects of the substituents in the thioamide group and in position 3 of the 1-thiabuta-1,3-diene system. The reaction is regio-and stereoselective.
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