Rhodium(III)-Catalyzed Synthesis of Isoquinolines from Aryl Ketone O-Acyloxime Derivatives and Internal Alkynes

被引：387

作者：

Too, Pei Chui ^{[1
]}

Wang, Yi-Feng ^{[1
]}

Chiba, Shunsuke ^{[1
]}

机构：

[1] Nanyang Technol Univ, Div Chem & Biol Chem, Sch Phys & Math Sci, Singapore 637371, Singapore

来源：

ORGANIC LETTERS | 2010年 / 12卷 / 24期

关键词：

C-H BOND; CATALYZED OXIDATIVE COUPLING/CYCLIZATION; CARBON-HYDROGEN; AROMATIC IMINES; ACTIVATION; ARYLATION; RH; HYDROARYLATION; ANNULATION; BENZAMIDES;

D O I：

10.1021/ol102504b

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A synthetic method of isoquinolines from aryl ketone O-acyloxime derivatives and internal allkynes has been developed using [Cp*RhCl2](2) NaOAc as the potential catalyst system. The present transformation is carried out by a redox-neutral sequence of C-H vinylation via ortho-rhodation and C-N bond formation of the putative vinyl rhodium intermediate on the oxime nitrogen, where the N-O bond of oxime derivatives could work as an internal oxidant to maintain the catalytic cycle.

引用

页码：5688 / 5691

页数：4

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