三氯化硼为介导的2-(1-炔基)-2-烯烃-1-酮的硼酸酯化环化  

BCl3 Mediated Borylative Cyclization of 2-(1-Alkynyl)-2-alken-1-ones

作　　者：吴毅 肖元晶 张俊良 Wu Yi;Xiao Yuanjing;Zhang Junliang(Shanghai Key Laboratory of Green Chemistry and Chemical Processes,School of Chemistry and Molecular Engineering,East China Normal University,Shanghai 200062;Department of Chemistry,Fudan University,Shanghai 200438)

机构地区：[1]华东师范大学化学与分子工程学院,上海市绿色化学与化学工程绿色化重点实验室,上海200062 [2]复旦大学化学系,上海200438

出　　处：《有机化学》2020年第11期3908-3915,M0013,共9页Chinese Journal of Organic Chemistry

基　　金：国家自然科学基金(Nos.21372084,21425205,21871093);教育部长江学者和创新团队发展计划和国家重点基础研究发展计划(973计划,No.2015CB-856600)资助项目.

摘　　要：发展了一种无金属作用,以三氯化硼为介导的对2-(1-炔基)-2-烯烃-1-酮的硼酸酯化环化,有效合成具有多官能的萘硼酸酯化合物.产物中存在的硼酸酯官能团能够进行多样化的衍生化.该方法具有操作简单、中等至良好的收率、易于克级规模制备且能实现多种合成转化的优点.同时,该工作开发了2-(1-炔基)2-烯烃-1-酮的新合成应用.A metal-free, BCl3 mediated borylative cyclization of 2-(1-alkynyl)-2-alken-1-ones leading to synthetic valuable multi-functionalized naphthalene boronates in one step was developed. The boronate functionality present in the product provides many opportunities for derivatization. The salient features of this reaction include moderate to good yields, gram-scale synthesis and diverse synthetic transformations. In the meantime, the new synthetic applications of 2-(1-alkynyl)-2-alken-1-ones have been developed.

关 键 词：无金属 硼酸酯化 环化 萘硼酸酯 转化 

分 类 号：O625.523[理学—有机化学]