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
冯淼 1吕兰兰 1郭一佳 1刘建全 1王香善1
作者信息
- 1. 江苏师范大学化学与材料科学学院 江苏徐州 221116
- 折叠
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.
Abstract
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Key words
silver/isocyanide/cyclization/propargylic alcohol/benzofuran引用本文复制引用
基金项目
江苏省高等学校面上项目(22KJD150003)
江苏师范大学实验室研究课题(2023)(L2023YB08)
出版年
2024