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N-SULFONYLAMIDINES .4. INTRAMOLECULAR CYCLIZATION OF N-SULFONYLAMIDINES OF 2-OXOACIDS - A NEW SYNTHESIS OF 3-AMINOISOTHIAZOLE S,S-DIOXIDES
被引：16
|作者：
CLERICI, F
MARAZZI, G
TAGLIETTI, M
机构：
[1] IST RICERCHE SIGMA TAU,MILAN,ITALY
[2] UNIV MILAN,FAC FARM,IST CHIM ORGAN,I-20133 MILAN,ITALY
来源：
关键词：
N-SULFONYLAMIDINES;
3-AMINO-ISOTHIAZOLE S;
S-DIOXIDES;
INTRAMOLECULAR CYCLIZATION;
ISOTHIAZOLINE S;
CONFIGURATION;
D O I：
10.1016/S0040-4020(01)92260-4
中图分类号：
O62 [有机化学];
学科分类号：
070303 ;
081704 ;
摘要：
N-alkylsulfonylamidines of alpha-ketoacids 3 bearing both a carbonyl group and at least one H-atom near to the SO2 group give easily an intramolecular ring-closure reaction by action of potassium t-butoxide producing the 3-amino-4,5-dihydro-4-hydroxy-isothiazole S,S-dioxides 4. Compounds 4 are transformed by thionyl chloride into the corresponding chloro-derivatives 5 which in turn are dehydrochlorinated by potassium carbonate to substituted 3-amino-isothiazole S,S-dioxides 6.
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页码：3227 / 3238
页数：12
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