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：

TETRAHEDRON | 1992年 / 48卷 / 15期

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.

引用

页码：3227 / 3238

页数：12