Rh(III)-catalyzed C8 arylation of quinoline N-oxides with arylboronic acids

被引:9
作者
Huang, Yuanqiong [1 ]
Lv, Xueli [1 ]
Song, Hongjian [1 ]
Liu, Yuxiu [1 ]
Wang, Qingmin [1 ,2 ]
机构
[1] Nankai Univ, Res Inst Elementoorgan Chem, Coll Chem, State Key Lab Elementoorgan Chem, Tianjin 300071, Peoples R China
[2] Collaborat Innovat Ctr Chem Sci & Engn Tianjin, Tianjin 300071, Peoples R China
基金
中国国家自然科学基金;
关键词
Rh-III-catalyzed; C8; arylation; Quinoline N-oxides; Arylboronic acids; Regioselectivity; H BOND ACTIVATION; ASYMMETRIC-SYNTHESIS; CATALYZED ARYLATION; C-8; POSITION; MILD; METAL; ALKENYLATION; C(SP(3))-H; ALKENES; ARYL;
D O I
10.1016/j.cclet.2019.11.028
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Herein, we report the first Rh-III-catalyzed regioselective C8 arylation of quinoline N-oxides with commercially available arylboronic acids as coupling partners. This procedure is simple, and the reaction shows perfect regioselectivity, a broad substrate scope, and isolated yields of up to 92%. We demonstrate the utility of the reaction by using it for late-stage functionalization of a fungicide. (c) 2019 Chinese Chemical Society and Institute of Materia Medica, Chinese Academy of Medical Sciences. Published by Elsevier B.V. All rights reserved.
引用
收藏
页码:1572 / 1575
页数:4
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