SYNTHESIS OF SOME NEW SPIROHETEROCYCLES RELATED TO SPIRO[INDOLINE-3,2'-[1,3]OXATHIALANE]-2,5'-DIONE

被引:22
|
作者
ALTHEBEITI, MS [1 ]
ELZOHRY, MF [1 ]
机构
[1] UNIV ASSIUT,DEPT CHEM,ASSIUT,EGYPT
关键词
SPIROINDOLINE DERIVATIVES; SPIROHETEROCYCLES; NMR;
D O I
10.1080/10426509408036929
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The reaction of indole-2,3-dione (1a) and/or 1-methylindole-2,3-dione (1b) with mercaptoacetic acid in the presence of 4-toluenesulfonic acid as a catalyst afforded spiro[indoline-3,2'-[1,3]oxathialane]-2,5'-diones (2a, b). Compounds 2a and/or 2b were reacted with the appropriate aliphatic and/or aromatic primary amines to give compounds 3a-j. The reaction of 2a, b with hydrazine hydrate, phenylhydrazine and p-nitrophenylhydrazine yielded spiroderivatives 4a-c. Friedel-Crafts reactions of 2a and 2b with arenes in the presence of aluminium chloride catalyst afforded spiroindoline isothiochroman derivatives 5a-h.
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页码:251 / 256
页数:6
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