Carbonylative Cross-Electrophile Coupling between Aryl Bromides and Aryl Triflates Enabled by Palladium and Rhodium Cooperative Catalysis and CO as Reductant

被引:14
作者
Chen, Gang [1 ,2 ]
Zhou, Ruoxin [3 ]
Zhang, Xuemei [1 ,2 ]
Xiao, Xue [1 ,2 ]
Kramer, Soren [4 ]
Cheng, Gui-Juan [3 ]
Lian, Zhong [1 ,2 ]
机构
[1] Sichuan Univ, West China Hosp, Dept Dermatol, State Key Lab Biotherapy, Chengdu 610041, Peoples R China
[2] Sichuan Univ, West China Hosp, Canc Ctr, Chengdu 610041, Peoples R China
[3] Chinese Univ Hong Kong Shenzhen, Warshel Inst Computat Biol, Sch Life & Hlth Sci, Sch Med, Shenzhen 518172, Peoples R China
[4] Tech Univ Denmark, Dept Chem, DK-2800 Lyngby, Denmark
基金
中国国家自然科学基金;
关键词
carbonylation; cooperative catalysis; Pd/Rh catalysis; cross-electrophile coupling; carbon monoxide; ALKYL-HALIDES; CARBON-MONOXIDE; KETONE FORMATION; NICKEL; IODIDES; ACIDS;
D O I
10.1021/acscatal.2c04211
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
Ketones are among the most useful functional groups in organic synthesis. Here, we report a carbonylative cross-electrophile coupling reaction that utilizes carbon monoxide gas as both carbonyl source and reductant. The use of Pd/Rh cooperative catalysis enables the carbonylative coupling of easily accessible aryl triflates and aryl bromides. Unlike previous carbonylative cross-electrophile coupling reactions, the method does not require addition of a stoichiometric metal reductant. Notably, density functional theory (DFT) calculations and isotope-labeling indicate that CO serves as the reductant.
引用
收藏
页码:14582 / 14591
页数:10
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