2-NITROBENZENESULFONAMIDES AND 4-NITROBENZENESULFONAMIDES - EXCEPTIONALLY VERSATILE MEANS FOR PREPARATION OF SECONDARY-AMINES AND PROTECTION OF AMINES
2-NITROBENZENESULFONAMIDES AND 4-NITROBENZENESULFONAMIDES - EXCEPTIONALLY VERSATILE MEANS FOR PREPARATION OF SECONDARY-AMINES AND PROTECTION OF AMINES
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DOI：
10.1016/0040-4039(95)01316-a
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发表时间：
1995-09-04
影响因子：
1.8
通讯作者：
CHEUNG, M
中科院分区：
文献类型：
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作者：
FUKUYAMA, T;JOW, CK;CHEUNG, M
2-和4-硝基苯磺酰胺，容易从伯胺制备，通过Mitsunobu反应或通过常规方法进行平稳的烷基化，以接近定量的产率得到N-烷基化磺酰胺。这些磺酰胺可以容易地通过Meisenheimer络合物在室温下用硫醇盐在DMF中处理后脱保护，以高产率得到仲胺。
2- and 4-Nitrobenzenesulfonamides, readily prepared from primary amines, undergo smooth alkylation by Mitsunobu reaction or by conventional methods to give N-alkylated sulfonamides in near quantitative yields. These sulfonamides could be deprotected readily via Meisenheimer complexes upon treatment with thiolates in DMF at room temperature, giving secondary amines in high yields.