One-Flow Syntheses of Unsymmetrical Sulfamides and <i>N</i>-Substituted Sulfamate Esters
作者:Naoto Sugisawa、Kohei Nakabayashi、Hiroki Sugisawa、Shinichiro Fuse
DOI:10.1021/acs.orglett.3c01546
日期:2024.4.12
We developed one-flow syntheses of unsymmetrical sulfamides and N-substituted sulfamate esters by changing a nucleophile and a tertiary amine from inexpensive and commercially available chlorosulfonic acid. In the synthesis of N-substituted sulfamate esters, unexpected symmetrical sulfite formation was suppressed by changing the tertiary amine. The effect of tertiary amines was proposed using linear
我们通过改变廉价且市售的氯磺酸中的亲核试剂和叔胺,开发了不对称磺酰胺和N-取代氨基磺酸酯的单流程合成。在N-取代氨基磺酸酯的合成中,通过改变叔胺抑制了意外的对称亚硫酸盐的形成。使用线性回归提出了叔胺的影响。我们的方法快速(≤90 s)提供含有酸性和/或碱性不稳定基团的所需产物,无需在温和(20°C)条件下进行繁琐的纯化。