Cobalt-Catalyzed Ortho-C(sp2)-H Amidation of Benzaldehydes with Dioxazolones Using Transient Directing Groups

被引:46
作者
Huang, Jie [1 ]
Ding, Jun [2 ,3 ]
Ding, Tong-Mei [2 ,3 ]
Zhang, Shuiyi [1 ]
Wang, Yaqiu [1 ]
Sha, Feng [1 ]
Zhang, Shu-Yu [2 ,3 ]
Wu, Xin-Yan [1 ]
Li, Qiong [1 ]
机构
[1] East China Univ Sci & Technol, Sch Chem & Mol Engn, Shanghai 200237, Peoples R China
[2] Shanghai Jiao Tong Univ, Shanghai Key Lab Mol Engn Chiral Drugs, Shanghai 200240, Peoples R China
[3] Shanghai Jiao Tong Univ, Sch Chem & Chem Engn, Shanghai 200240, Peoples R China
基金
上海市自然科学基金;
关键词
C-H AMIDATION; SELECTIVE AMIDATION; BOND AMIDATION; AMINATION; ALDEHYDES; FUNCTIONALIZATION; ARENES; 2-AMINOBENZALDEHYDES; DERIVATIVES; ALKYLAMINES;
D O I
10.1021/acs.orglett.9b02632
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An efficient and convenient cobalt-catalyzed ortho-C(sp(2))-H amidation of benzaldehydes employing dioxazolones as the aminating reagent has been developed. The key feature of this protocol is the use of green and economic earth-abundant metals cobalt as the catalyst with the p-chloroaniline as the transient directing group. Further application of our approach was demonstrated by the synthesis of C1r serine protease inhibitor 45 and elastase inhibitor 49.
引用
收藏
页码:7342 / 7345
页数:4
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