Cobalt(III)-Catalyzed Alkylation of Primary C(sp3)-H Bonds with Diazo Compounds

被引：68
作者：
Yan, Sheng-Yi [1 ]
Ling, Peng-Xiang [1 ]
Shi, Bing-Feng [1 ,2 ]
机构：
[1] Zhejiang Univ, Dept Chem, Hangzhou 310027, Peoples R China
[2] Wuyi Univ, Sch Chem & Environm Engn, Jiangmen 529020, Peoples R China
来源：
ADVANCED SYNTHESIS & CATALYSIS | 2017年 / 359卷 / 17期
关键词：
alkylation; C(sp(3))-H activation; carbenoid insertion; cobalt; diazo compounds; C-H FUNCTIONALIZATION; METAL CARBENE; N-OXIDES; RH(III)-CATALYZED SYNTHESIS; FACILE SYNTHESIS; UNPROTECTED INDOLES; ACTIVATION; AMIDATION; ANNULATION; ACCESS;
D O I：
10.1002/adsc.201700636
中图分类号：
O69 [应用化学];
学科分类号：
081704 ;
摘要：
Chelation-assisted C(sp(2))-H metalation/carbenoid insertion has been well investigated. However, the analogous carbene functionalization of C(sp(3))-H bonds remains a great challenge. Here we report the first cobalt(III)-catalyzed alkylation of 8-methylquinolines with diazo compounds through primary C(sp(3))-H cobaltation/carbenoid insertion. The reaction is highly efficient, scalable and tolerates a variety of functional groups. Furthermore, the unique protocol can be applied to the synthesis of azatricyclic antibiotic compounds.
引用
收藏
页码：2912 / 2917
页数：6
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