Palladium-Catalyzed C-H Functionalization of Aromatic Oximes: A Strategy for the Synthesis of Isoquinolines

被引：69

作者：

Zhu, Zhongzhi ^{[1
]}

Tang, Xiaodong ^{[1
]}

Li, Xianwei ^{[1
]}

Wu, Wanqing ^{[1
]}

Deng, Guohua ^{[1
]}

Jiang, Huanfeng ^{[1
]}

机构：

[1] S China Univ Technol, Sch Chem & Chem Engn, Guangzhou 510640, Guangdong, Peoples R China

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2016年 / 81卷 / 04期

基金：

中国国家自然科学基金;

关键词：

VINYL AZIDES; GAMMA-LACTONES; CROSS-COUPLING/CYCLIZATION; SUBSTITUTED ISOQUINOLINES; EFFICIENT SYNTHESIS; IRIDIUM COMPLEXES; INTERNAL ALKYNES; BOND ACTIVATION; COPPER; ANNULATION;

D O I：

10.1021/acs.joc.5b02376

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient strategy for synthesis of isoquinolines via Pd(II)-catalyzed cyclization reaction of oximes with vinyl azides or homocoupling of oximes is reported. Oximes could serve as a directing group and an internal oxidant in the transformation. This reaction features good functional group tolerance and provides a useful protocol for the synthesis of different kinds of isoquinolines under mild conditions. Some control experiments and N-15 isotope labeling experiments were conducted for the mechanistic research.

引用

页码：1401 / 1409

页数：9

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