Nickel-Catalyzed Selective Oxidative Radical Cross-Coupling: An Effective Strategy for Inert Csp3-H Functionalization

被引:71
作者
Liu, Dong [1 ]
Li, Yuxiu [1 ]
Qi, Xiaotian [2 ]
Liu, Chao [1 ]
Lan, Yu [2 ]
Lei, Aiwen [1 ,3 ]
机构
[1] Wuhan Univ, Coll Chem & Mol Sci, Wuhan 430072, Peoples R China
[2] Chongqing Univ, Sch Chem & Chem Engn, Chongqing 400030, Peoples R China
[3] Jiangxi Norml Univ, Natl Res Ctr Carbohydrate Synth, Nanchang 330022, Jiangxi, Peoples R China
基金
高等学校博士学科点专项科研基金; 中国国家自然科学基金;
关键词
SP(3) C-H; BETA-KETO-ESTERS; BOND FORMATION; SIMPLE ALKANES; DECARBOXYLATIVE ALKENYLATION; COPPER; ACIDS; ESTERIFICATION; CYCLOALKANES; DERIVATIVES;
D O I
10.1021/acs.orglett.5b00104
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An effective strategy for inert Csp(3)H functionalization through nickel-catalyzed selective radical cross-couplings was demonstrated. Density functional theory calculations were conducted and strongly supported the radical cross-coupling pathway assisted by nickel catalyst, which was further confirmed by radical-trapping experiments. Different arylborates including arylboronic acids, arylboronic acid esters and 2,4,6-triarylboroxin were all good coupling partners, generating the corresponding Csp(3)H arylation products in good yields.
引用
收藏
页码:998 / 1001
页数:4
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