Journal of Heterocyclic Chemistry

Thermal decomposition of s??2??benzothiazole thiocarbonates

CH Chen

Index: Chen,C.H. Journal of Heterocyclic Chemistry, 1976 , vol. 13, p. 1079 - 1084

Full Text: HTML

Citation Number: 4

Abstract

Abstract Thermal decompositions of S-2-benzothiazole thiocarbonates have been investigated. The results are best rationalized by an Sni ion-pair return mechanism from which S-substituted benzothiazoles are the major products obtained. The ready ionization of the carbon-oxygen bond of thiocarbonates at elevated temperature renders a concerted Sni mechanism (internal substitution with allylic rearrangement) inoperative. Of particular ...