银催化邻羟基苯基炔丙醇5-exo-dig环化反应构筑2-亚甲基-2,3-二氢苯并呋喃-3-醇  

Silver-Catalyzed 5-Exo-dig Cyclization Reaction of ortho-Hydroxyphenylpropargyl Alcohols to 2-Methylene-2,3-dihydrobenzofuran

作　　者：冯淼 吕兰兰 郭一佳 刘建全 王香善 Feng Miao;LüLanlan;Guo Yijia;Liu Jianquan;Wang Xiangshan(School of Chemistry and Materials Science,Jiangsu Normal University,Xuzhou,Jiangsu 221116)

机构地区：[1]江苏师范大学化学与材料科学学院,江苏徐州221116

出　　处：《有机化学》2024年第4期1218-1225,共8页Chinese Journal of Organic Chemistry

基　　金：江苏省高校面上项目(No.22KJD150003);2023年度江苏师范大学实验室研究课题(No.L2023YB08)资助项目。

摘　　要：2-亚甲基-2,3-二氢苯并呋喃衍生物作为多种天然产物及药物的核心骨架之一,寻找由简便易得原料有效合成2-亚甲基-2,3-二氢苯并呋喃的新方法具有重要的意义.开发了一种新的银催化邻羟基苯基炔丙醇的5-exo-dig环化反应,为2-亚甲基-2,3-二氢苯并呋喃的构筑提供了一种高效、模块化的方法.在室温条件下,反应仅需使用2 mol%量的银催化剂和5 mol%的异腈为配体,具有条件温和、操作简单和高效等优点.2-Methylene-2,3-dihydrobenzofuran derivatives,as one of the core skeletons of various natural products and drugs,are of great significance in finding new methods for effectively synthesizing 2-methylene-2,3-dihydrobenzofuran from easily available raw materials.Herein,a novel silver-catalyzed 5-exo-dig cyclization reaction of orth-hydroxyphenyl alkynyl alcohols has been developed,providing an efficient and modular method for the construction of 2-methylene-2,3-dihydrobenzofuran.Featuring the advantages of mild conditions,simple operation,and high efficiency,the reaction requires the utilization of 2 mol%of silver carbonate as a catalyst and 5 mol%of isocyanide as a ligand at room temperature.

关 键 词：银 异腈 环化 炔丙醇 苯并呋喃 

分 类 号：O626.11[理学—有机化学]