J. Bloxham et Cp. Dell, REACTION OF 3-ARYL-2-CYANOTHIOACRYLAMIDES WITH ELECTRON-DEFICIENT ALKYNES - SYNTHESIS OF 4-ARYL-4H-THIOPYRANS, Journal of the Chemical Society. Perkin transactions. I, (8), 1994, pp. 989-993
The 3-aryl-2-cyanothioacrylamides 2-4 react well with methyl propiolat
e and dimethyl acetylenedicarboxylate yielding the thiopyrans 8-13. Re
actions with less activated alkynes proceed sluggishly, if at all.