酸促进的N-环丙基(磺)酰胺脱保护反应合成伯(磺)酰胺类化合物  

Synthesis of primary(sulfon)amides by acid promoted deprotection of N-cyclopropyl(sulfon)amides

作　　者：辜玲慧 程泽民 王洋 李喆宇[1] 马文博 GU Ling-hui;CHENG Ze-min;WANG Yang;LI Zhe-yu;MA Wen-bo(Antibiotics Research and Re-evaluation Key Laboratory of Sichuan Province,Sichuan Industrial Institute of Antibiotics,School of pharmacy,Chengdu University,Chengdu 610106,China)

机构地区：[1]成都大学药学院,四川抗菌素工业研究所,抗生素研究与再评价四川省重点实验室,四川成都610106

出　　处：《化学研究与应用》2022年第4期921-928,共8页Chemical Research and Application

基　　金：抗生素研究与再评价四川省重点实验室开放课题项目(ARRLKF17-04)资助。

摘　　要：以N-环丙基(磺)酰胺为起始原料,从溶剂、酸、温度和反应时间等方面优化反应条件,构建了CF_(3)SO_(3)H促进的高选择性脱除N上环丙基的新方法,并推测反应机理。利用此方法以63~97%的收率合成22个伯(磺)酰胺类化合物,其结构经^(1)H NMR,^(13)C NMR和HR-MS(ESI)表征。该方法无需催化剂和添加剂,底物普适性良好,操作简单,耐受多种官能团。An simple and efficient CF_(3)SO_(3)H promoted deprotection of N-cyclopropyl(sulfon)amides had been developed,affording 22 primary(sulfon)amides in 63~97%yields.All the compounds were characterized by ^(1)H NMR,^(13)C NMR and HRMS(ESI).Moreover,a plausible mechanism for the reaction was proposed.This method featured catalyst/additive-free conditions,broad sunstrate scope,excellent chemical selectivity and easy handing.

关 键 词：伯酰胺 脱保护 酸 异裂 合成 

分 类 号：O623.626[理学—有机化学]