- Acylation and alkoxycarbonylation of benzoxazoline-2-thione and benzothiazoline-2-thione
-
Acylation of benzoxazoline-2-thione (1) and benzothiazoline-2-thione (2) with acetic anhydride (3) and acyl chlorides (4) gave N-acyl (5, 6) and/or S-acyl (7, 8) derivatives depending on the nature of acylating agents and bases used. Alkoxycarbonylation of 1 with aralkyl chlorocarbonates (9) gave N-alkoxycarbonyl derivatives (10) mainly, while that of 2 with aralkyl chloroccarbonates (9) gave S-alkoxycarbonyl derivatives (12) exclusively. Photolysis of N-acyl derivatives (5 or 6) in the presence of alcohols afforded 1 or 2, respectively, together with esters (16).
- Nishio, Takehiko,Shiwa, Kiyoko
-
p. 313 - 324
(2007/10/03)
-
- 2(3H)-BENZOXAZOLETHIONE.
-
A new condensing agent, N,N prime -carbonyldi left bracket 2(3H)-benzoxazolethione right bracket , was readily prepared by the reaction of 2-benzoxazolethiol and trichloromethyl chloroformate in benzene. The condensing agent is shown to be useful for the preparation of amides, esters, and dipeptides under mild conditions. A successful polyamide synthesis by the polycondensation of isophthalic acid with diamines using the condensing agent is also described.
- Ueda,Kawaharasaki,Imai
-
-