Synthesis of N-sulfamoyloxazolidinones and -perhydrooxazinones reactivity and use as donors in the Transsulfamoylation reaction; Application to the preparation of 2-chloroethylnitrososulfamides .4.

被引：37

作者：

Dewynter, G ^{[1
]}

Abdaoui, M ^{[1
]}

Regainia, Z ^{[1
]}

Montero, JL ^{[1
]}

机构：

[1] UNIV MONTPELLIER 2, CNRS, LAB CHIM BIOMOL, F-34095 MONTPELLIER 5, FRANCE

来源：

TETRAHEDRON | 1996年 / 52卷 / 45期

关键词：

alkylating agent; carboxylsulfamides; chloroethylnitrososulfamides; chlorosulfonyl isocyanate; oxazolidinone; perhydrooxazinone; nitrogen mustard; nitrosation; oncostatic; transsulfamoylation;

D O I：

10.1016/0040-4020(96)00860-5

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Starting from chlorosulfonyl isocyanate, successive addition of selected 1,2 and 1,3 haloalcohols, sulfamoylation with the nitrogen mustard and cyclization in alkaline conditions give title compounds in good yields. These sulfamoyloxazolidinones and sulfamoylperhydrooxazinones were revealed as efficient 2-chloroethylsulfamoyl donors in the 2-chloroethylnitrososulfamides synthesis; five new CENS (derivated from heterocyclic amines and amino acids) were thus synthezised. According to the experimental conditions, N-sulfamoylcyclocarbamates can be reopened by nucleophiles giving addition products by transcarbamoylation. Copyright (C) 1996 Elsevier Science Ltd

引用

页码：14217 / 14224

页数：8

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