一种绿色高效合成恶唑烷-2-亚胺的策略  

Green Approach Toward Synthesis of Oxazolidin-2-imine

作　　者：冉洪圩 郑仁会 曾晴 何述钟 RAN Hong-wei;ZHENG Ren-hui;ZENG Qing;HE Su-zhong(School of Pharmaceutical Sciences,Guizhou University,Guiyang 550025,China)

机构地区：[1]贵州大学药学院,贵州贵阳550025

出　　处：《广州化学》2023年第3期62-64,共3页Guangzhou Chemistry

基　　金：贵州大学大学生创新创业训练计划(项目编号贵大省创(2021)069)。

摘　　要：报道了一种绿色高效合成恶唑烷-2-亚胺的策略。首先由N-苄基炔丙胺与对氯苯异氰酸酯经过亲核加成反应合成了芳基取代的炔丙基脲(关环前体),产率为94.9%;采用更为绿色的InCl_(3)、ZnI_(2)为反应试剂,芳基取代的炔丙基脲再经过O-环化异构化反应,合成出对应的恶唑烷-2-亚胺,反应条件为二氯甲烷作溶剂,室温条件下,反应过夜,最终得到较好的产率和收率,产率最高可达81.3%。该工作可为具有恶唑烷-2-亚胺骨架的天然产物的全合成提供一条可选的策略。A green synthesis of oxazolidin-2-imine is described.First,aryl-substituted propargylurea(ring-closing precursor)was synthesized by nucleophilic addition reaction of N-benzyl propylamine and p-chlorophenyl isocyanate,with a yield of 94.9%.Under the treatment of InCl_(3) or ZnI_(2),a simple aryl urea was converted into oxazolidin-2-imine via an O-cycloisomerization process with good yields,up to 81.3%,and the reaction conditions were overnight in dichloromethane.This method may pave the road towards pharmaceutical intermediates containing oxazolidin-2-imines.

关 键 词：脲类化合物 O-环化异构化 恶唑烷-2-亚胺 InCl_(3) ZnI_(2) 

分 类 号：O626.24[理学—有机化学]