Rhodium(III)-Catalyzed C-C Bond Formation of Quinoline N-Oxides at the C-8 Position under Mild Conditions

被引:202
作者
Jeong, Jisu [1 ,2 ]
Patel, Pitambar [1 ,2 ]
Hwang, Heejun [1 ,2 ]
Chang, Sukbok [1 ,2 ]
机构
[1] Korea Adv Inst Sci & Technol, Dept Chem, Taejon 305701, South Korea
[2] Inst for Basic Sci Korea, Ctr Catalyt Hydrocarbon Functionalizat, Taejon 305701, South Korea
关键词
DIRECT ALKYNYLATION; H ALKYNYLATION; CARBENOID FUNCTIONALIZATION; RH(III)-CATALYZED SYNTHESIS; REGIOSELECTIVE SYNTHESIS; DIRECT ARYLATION; DIAZO-COMPOUNDS; PALLADIUM; ACTIVATION; ARYL;
D O I
10.1021/ol502173d
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The Rh(III)-catalyzed C-8 selective direct alkylation and alkynylation of quinoline N-oxides has been developed. The reactions proceeded highly efficiently at room temperature over a broad range of substrates with excellent regioselectivity and functional group tolerance. This development demonstrates the synthetic utility of the N-oxide directing group as a stepping stone for remote C H functionalization of quinolines.
引用
收藏
页码:4598 / 4601
页数:4
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