文献类型：期刊文献

中文题名：钯催化大位阻芳基异腈作为羰基源的烯丙基羰基化Negishi偶联反应

英文题名：Palladium-Catalyzed Allylic Carbonylative Negishi Cross-Coupling Reactions with Sterically Bulky Aromatic Isocyanides

作者：翁扬扬[1];曲景平[1];陈宜峰[1]

机构：[1]华东理工大学化学与分子工程学院费林加诺贝尔奖科学家联合研究中心材料生物学与动态化学前沿科学中心,上海200237

年份：2021

卷号：41

期号：5

起止页码：1949

中文期刊名：有机化学

外文期刊名：Chinese Journal of Organic Chemistry

收录：CSTPCD;;Scopus;WOS:【SCI-EXPANDED(收录号:WOS:000669363500013)】；北大核心:【北大核心2020】；CSCD:【CSCD2021_2022】；

基金：Project supported by the National Natural Science Foundation of China (No. 21702060), the Shanghai Rising-Star Program, the Shanghai Municipal Science and Technology Major Project (No. 2018SHZDZX03), the Program of Introducing Talents of Discipline to Universities (No. B16017), and the Fundamental Research Funds for the Central Universities.

语种：中文

中文关键词：钯催化;羰基化;异腈;β,γ-不饱和酮

外文关键词：palladium catalysis;carbonylation;isocyanide;β,γ-unsaturated ketones

摘要：利用大位阻芳基异腈作为羰基源,发展了钯催化下的烯丙基羰基化Negishi偶联反应.大位阻芳基异腈的使用可以有效地避免羰基化反应过程中β-H消除副反应的发生,可专一区域选择性、高立体选择性地实现β,γ-不饱和酮的精准合成,解决了传统一氧化碳化学中长期存在的区域选择性较差的难题.有机锌试剂作为含碳原子亲核试剂,反应拥有条件温和,底物适用性广等优点.
Herein,the palladium-catalyzed allylic carbonylative Negishi cross-coupling reaction employing sterically bulky aromatic isocyanides as the CO surrogate was disclosed.The leverage of sterically bulky aromatic isocyanide minimizes the sideβ-H elimination in carboxylation reaction,affords synthetically importantβ,γ-unsaturated ketones with high regioselectivity and stereoselectivity,thereby tackles the long-standing challenge in Pd-catalyzed allylic carbonylative cross-coupling with CO gas.Moreover,this protocol exhibits the advantage including mild reaction conditions,as well as broad substrate scope due to the utilization of Negishi reagent as the carbon nucleophiles.