Nickel-catalyzed multicomponent 1,4-fluoroalkylcarbonylation of 1,3-enynes to access allenyl ketones

被引：3

作者：

Teng, Bing-Hong ^{[1
,2
]}

Kuai, Chang-Sheng ^{[2
]}

Zhao, Yingying ^{[1
]}

Wu, Xiao-Feng ^{[2
,3
,4
]}

机构：

[1] Liaoning Normal Univ, Sch Chem & Chem Engn, 850 Huanghe Rd, Dalian 116029, Peoples R China

[2] Chinese Acad Sci, Dalian Inst Chem Phys, Dalian Natl Lab Clean Energy, Dalian 116023, Liaoning, Peoples R China

[3] Leibniz Inst Katalyse eV, Albert Einstein Str 29a, D-18059 Rostock, Germany

[4] Hangzhou Normal Univ, Coll Mat Chem & Chem Engn, Key Lab Organosilicon Chem & Mat Technol, Minist Educ, Hangzhou 311121, Zhejiang, Peoples R China

来源：

TETRAHEDRON | 2024年 / 157卷

关键词：

Carbonylation; Nickel; Multi-component; Ketone; Arylboronic acid; 1,2-ALLENIC KETONES; EFFICIENT SYNTHESIS; CARBONYLATION; CYCLIZATION; LIGAND; ESTERS; AMIDES;

D O I：

10.1016/j.tet.2024.133965

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Allenyl ketones are widely distributed in various bioactive molecules which lead their selective synthesis continues a hot research topic. Currently, most of the developed protocols require multistep and stoichiometric reactions together with noble metal catalysts. Herein, we developed a practical methodology to access allenyl ketones straightforwardly via multi-component coupling of 1,3-enynes, fluoroalkyl halides, arylboronic acids, and CO with nickel as the catalyst. A series of fluoroalkyl unit containing allenyl ketones were produced in moderate to good yields. This new procedure features cheap catalytic system, relatively mild reaction conditions, broad substrate scope, excellent regioselectivity, and attractive synthetic transformations of the obtained products.

引用

页数：5