Synthesis of 2,3-Disubstituted NH Indoles via Rhodium(III)-Catalyzed C-H Activation of Arylnitrones and Coupling with Diazo Compounds

被引：43

作者：

Guo, Xin ^{[1
,2
]}

Han, Jianwei ^{[1
,2
]}

Liu, Yafeng ^{[1
,2
]}

Qin, Mingda ^{[1
,2
]}

Zhang, Xueguo ^{[1
,2
]}

Chen, Baohua ^{[1
,2
,3
]}

机构：

[1] Lanzhou Univ Gansu, State Key Lab Appl Organ Chem, Lanzhou 730000, Gansu, Peoples R China

[2] Key Lab Nonferrous Met Chem & Resources Utilizat, Lanzhou 730000, Gansu, Peoples R China

[3] Lanzhou Univ, Zhongwei Hightech Inst, Ningxia 755500, Peoples R China

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2017年 / 82卷 / 21期

基金：

中国国家自然科学基金;

关键词：

OXIDATIVE CYCLIZATION; EFFICIENT SYNTHESIS; BOND FUNCTIONALIZATIONS; ALKYNES; ANNULATION; CASCADE; ACCESS; ALKALOIDS; MILD; ISOQUINOLINES;

D O I：

10.1021/acs.joc.7b02105

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A rhodium-catalyzed intermolecular coupling between arylnitrones and diazo compounds by CH activation/[4 + 1] annulation with a C(N-2)-C(acyl) bond cleavage is reported, and 2,3-disubstituted NH indoles are directly synthesized in up to a 94% yield. A variety of functional groups are applicable to this reaction to give the corresponding products with high selectivity. Compared to other previously reported Rh(III)-catalyzed synthesis of homologous series, this method is simpler, more general, and more efficient.

引用

页码：11505 / 11511

页数：7

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