Acylation and alkoxycarbonylation of benzoxazoline-2-thione and benzothiazoline-2-thione

摘要

Acylation of benzoxazoline-2-thione (1) and benzothiazoline-2-thione (2)with acetic analydride (3)and acyl chlorides (4)gave n-acyl(5,6)and/or Sacyl(7,8)derivatives depending on the nature of acylating agents and based used.Alkoxycarbonylation of 1 wtih aralkyl hlorocarbonates (9) gave N-alkoxycarbonyl derivatives (10)mainly,while that of 2 with aralkyl chloroccarbonates (9)gave S-alkoxycarbonyl derivative (12) exclusively.Photolysis of N-acyl derivatives (5 or 6)in te presence of alcohols afforded 1 or 2,respectively,together with esters (16).