2-羟基-β-硝基苯乙烯与硫叶立德的[4+1]环加成反应构建二氢苯并呋喃类化合物  

Synthesis of 2,3-Dihydrobenzofurans via [4+1]Cycloaddition of 2-( 2-Nitrovinyl) phenol with Sulfur Ylides

作　　者：张颜萍 游勇 陈欣梦 袁伟成[1] ZHANG Yan-ping;YOU Yong;CHEN Xin-meng;YUAN Wei-cheng(Chengdu Institute of Organic Chemistry,Chinese Academy of Sciences,Chengdu 610041,China;University of Chinese Academy of Sciences,Beijing 100049,China;Institute for Advanced Study,Chengdu University,Chengdu 610106,China)

机构地区：[1]中国科学院成都有机化学研究所,四川成都610041 [2]中国科学院大学,北京100049 [3]成都大学高等研究院,四川成都610106

出　　处：《合成化学》2019年第8期589-593,共5页Chinese Journal of Synthetic Chemistry

基　　金：国家自然科学基金资助项目(21602217);中国科学院西部之光青年学者项目

摘　　要：在无催化剂的条件下,研究了2-羟基-β-硝基苯乙烯与硫叶立德的[4+1]环加成反应,考察了溶剂和温度对反应收率及非对映选择性的影响,以99%的收率和>20/1的非对映选择性合成了一系列2,3-二氢苯并呋喃类化合物,其结构经1H NMR,13C NMR和HR-MS(ESI-TOF)确证。The[4+1]cycloaddition of 2-(2-nitrovinyl)phenol with sulfur ylides was explored under the catalyst-free condition.The effects of solvent and temperature on the reaction were investigated,and a series of 2,3-dihydrobenzofurans were obtained in excellent yields(up to 99%)with high diastereoselectivities(up to>20/1).The structures were confirmed by 1 H NMR,13 C NMR and HR-MS(ESI-TOF).

关 键 词：硫叶立德 2-羟基-β-硝基苯乙烯 环加成反应 二氢苯并呋喃 无催化剂 合成 

分 类 号：O626[理学—有机化学]