基于C—C键断裂碱促进扩环构建环庚酮化合物  

Base-Promoted Ring Expansion Reactions for the Construction of Cycloheptanones through C—C Bond Cleavage

作　　者：王微 崔雪 马健婷 李友宾[1] 王雪松 Wang Wei;Cui Xue;Ma Jianting;Li Youbin;Wang Xuesong(Key Laboratory of Tropical Translational Medicine of Ministry of Education,Hainan Provincial Key Laboratory for Research and Development of Tropical Herbs,Haikou Key Laboratory of Li Nationality Medicine,School of Pharmacy,Hainan Medical University,Haikou 571199)

机构地区：[1]海南医学院药学院热带转化医学教育部重点实验室海南省热带药用植物研究开发重点实验室海口市黎族医药重点实验室,海口571199

出　　处：《有机化学》2021年第7期2715-2722,共8页Chinese Journal of Organic Chemistry

基　　金：海南省自然科学青年基金(No.820QN264);2019年海南省基础与应用基础研究计划(自然科学领域)高层次人才基金(No.2019RC214);海南医学院引进人才启动基金(No.XRC180009)资助项目.

摘　　要：报道了通过C—C键断裂开环构建环庚酮化合物的有效策略.反应在碳酸铯存在下进行,无需使用任何金属和氧化剂,具有原料易得、底物适用性良好、反应条件温和的优点.这种无金属催化炔插入C—Cσ-键,通过分子内亲核加成/开环反应构建环庚酮化合物的方法,在有机合成化学中有着广泛的应用前景。An efficient ring expansion strategy has been developed for the construction of cycloheptanones through C—C bond cleavage.The reactions take place with easily accessible starting materials,good functional group tolerance,and mild reaction conditions in the presence of Cs2CO3 without any metal or oxidant reagent.The transition-metal free insertions of alkynes into carbon-carbonσ-bonds of acenaphthenone initialized through intramolecular nucleophilic addition/ring-opening to furnish multifarious cycloheptanones,which has the potential to be widely utilized in organic synthetic chemistry.

关 键 词：C—C键断裂 碱促进 扩环 环庚酮化合物 

分 类 号：O621.25[理学—有机化学]