Rhodium(III)-Catalyzed Oxidative Annulation of 2,2′-Bipyridine N-Oxides with Alkynes via Dual C-H Bond Activation

被引：51

作者：

Xu, Xin ^{[1
]}

Zhao, Haoqiang ^{[1
]}

Xu, Jianbin ^{[1
]}

Chen, Changjun ^{[1
]}

Pan, Yixiao ^{[1
]}

Luo, Zhenli ^{[1
]}

Zhang, Zongyao ^{[1
]}

Li, Huanrong ^{[1
]}

Xu, Lijin ^{[1
]}

机构：

[1] Renmin Univ China, Dept Chem, Beijing 100872, Peoples R China

来源：

ORGANIC LETTERS | 2018年 / 20卷 / 13期

关键词：

INTERNAL ALKYNES; C-8; POSITION; RHODIUM; ROLLOVER; FUNCTIONALIZATION; CLEAVAGE; DERIVATIVES; MULTIPLE; CATALYST; PATHWAY;

D O I：

10.1021/acs.orglett.8b01434

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Rh(III)-catalyzed switchable annulation of 2,2'-bipyridine N-oxides with internal alkynes via dual C-H bond activation has been developed. Tuning the reaction conditions enabled the reaction pathway to be switched between rollover and nonrollover annulation, delivering 5,6-disubstituted-1,10-phenanthrolines and 5,6,7,8-tetrasubstituted-1-(pyridin-2-yl)isoquinoline 2-oxides in high yields, respectively. The procedures feature excellent regioselectivity, broad substrate scope, and high tolerance of functional groups. The synthetic utilities of these obtained products were demonstrated in the catalytic reactions.

引用

页码：3843 / 3847

页数：5

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