节点文献
铁催化的脱羧(4+1)环加成反应及其机理研究
Iron-Catalyzed Decarboxylative(4+1) Cycloadditions:Exploiting the Reactivity of Ambident Iron-Stabilized Intermediates
【作者】 王强; 戚孝天; 李天任; 蓝宇; 陆良秋; 肖文精;
【Author】 Qiang Wang;Xiao-Tian Qi;Tian-Ren Li;Yu Lan;Liang-Qiu Lu;Wen-Jing Xiao;College of Chemistry,Central China Normal University;School of Chemistry and Chemical Engineering,Chongqing University;
【机构】 华中师范大学化学学院; 重庆大学化学化工学院;
【摘要】 过渡金属催化的脱羧环加成反应是高效构建碳杂环化合物的有效方法。以往的脱羧环加成反应主要使用贵金属Pd催化剂,而且反应的底物主要是烯基碳酸酯与缺电子试剂。从绿色和可持续化学合成的角度来看,寻找经济、环境友好的金属催化剂来促进脱羧环加成反应的发展具有十分重要的意义。最近,我们成功地利用廉价易得的金属铁催化剂,实现了4-乙烯基苯并恶嗪-2-酮与硫叶立德的脱羧[4+1]环加成反应,高效、高选择性地合成得到一系列结构多样的吲哚啉产物。与此同时,我们在密度泛函理论(DFT)计算和控制实验研究的基础上提出了可能的反应机理。
【Abstract】 Transition-metal-catalyzed decarboxylative cycloaddition reactions enable the synthesis of cyclic compounds in high selectivity and efficiency.The use of precious-metal palladium-based catalysts is critical to the success of these processes.From the perspective of green and sustainable chemistry,it is highly desirable to search for more economic and environmentally friendly metal alternatives to catalyze decarboxylative cycloaddition reactions.Very recently,we developed the first example of an iron-catalyzed,reverse-electron-demand decarboxylative(4+1)cycloaddition reaction of vinyl benzoxazinanones and sulfur ylides.By doing so,a wide range of highly functionalized indolines were produced in good yields and with high stereoselectivities.A possible reaction pathway was proposed based on the results of DFT calculations and control experiments.
- 【会议录名称】 中国化学会第30届学术年会摘要集-第九分会:有机化学
- 【会议名称】中国化学会第30届学术年会
- 【会议时间】2016-07-01
- 【会议地点】中国辽宁大连
- 【分类号】O621.251
- 【主办单位】中国化学会