E. Fujita, Y. Nagao, K. Seno
Jun 9, 1981
Citations
0
Influential Citations
13
Citations
Journal
Journal of The Chemical Society-perkin Transactions 1
Abstract
Two types of reactions have been observed for the ambident anion of 1,3-thiazolidine-2-thione: regioselective N-acylation and S-alkylation. The structures of the products, amides and thioethers, were determined by X-ray crystallographic analysis and by assignment of the 13C n.m.r. chemical shifts. The regioselectivity of the reactions is rationalised in terms of the hard–soft acid-base principle and has been exemplified by model experiments.