Expedient synthesis of 2-chloroethylnitrososulfamides (CENS) via the decarboxylative reopening of sulfamoyloxazolidinones

被引:36
作者
Abdaoui, M [1 ]
Dewynter, G [1 ]
Montero, JL [1 ]
机构
[1] UNIV MONTPELLIER 2,CNRS,LAB CHIM BIOMOL,MONTPELLIER,FRANCE
关键词
D O I
10.1016/0040-4039(96)01195-1
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The synthesis of chloroethylnitrososulfamides (CENS), was carried out starting from chlorosulfonyl isocyanate, amines and haloalcohols through heterocyclization and decarboxylative reopening of N-sulfamoyl-2-oxazolidinones. A total regioselectivity concerning CO2 versus SO2 site hydrolysis was observed. A related aminolysis of sulfamoyloxazolidinones gave N-carbamoylsulfamides. The specific nitrosation on the N-chloroalkyl moiety can be obtained after methylation of the sulfamoyloxazolidinones. Copyright (C) 1996 Elsevier Science Ltd
引用
收藏
页码:5695 / 5698
页数:4
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