Directed Cobalt-Catalyzed anti-Markovnikov Hydroalkylation of Unactivated Alkenes Enabled by "Co-H" Catalysis

被引：36
|
作者：
Yang, Dandan [1 ,2 ]
Huang, Hai [3 ]
Li, Meng-Hui [1 ,2 ]
Si, Xiao-Ju [1 ,2 ]
Zhang, He [1 ,2 ]
Niu, Jun-Long [1 ,2 ]
Song, Mao-Ping [1 ,2 ]
机构：
[1] Zhengzhou Univ, Green Catalysis Ctr, Zhengzhou 450001, Peoples R China
[2] Zhengzhou Univ, Coll Chem, Zhengzhou 450001, Peoples R China
[3] Changzhou Univ, Sch Petrochem Engn, Jiangsu Key Lab Adv Catalyt Mat & Technol, Changzhou 213164, Peoples R China
来源：
ORGANIC LETTERS | 2020年 / 22卷 / 11期
基金：
中国国家自然科学基金;
关键词：
COUPLING REACTIONS; MOLECULAR-OXYGEN; OLEFINS; FUNCTIONALIZATION; HYDROAMINATION; MECHANISM; CLEAVAGE; HYDROCARBOFUNCTIONALIZATION; HYDROGENATION; OXIDATION;
D O I：
10.1021/acs.orglett.0c01365
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The earth-abundant cobalt-catalyzed anti-Markovnikov hydroalkylation of unactivated alkenes with oxime esters was achieved by introducing an 8-aminoquinoline directing group on the alkenes. The catalytic system, consisting of commercially available Co(acac)(3 )and PhMeSiH2, enables the construction of unfunctionalized C(sp(3))-C(sp(3)) bonds and features exclusive anti-Markovnikov selectivity, good functional group tolerance, and the avoidance of an extra ligand, oxidant, or base. Mechanistic insight into this new catalytic system indicates the involvement of both alkyl radical and cobalt hydride intermediates.
引用
收藏
页码：4333 / 4338
页数：6
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