Ruthenium(II)- or Rhodium(III)-Catalyzed Grignard-Type Addition of Indolines and Indoles to Activated Carbonyl Compounds

被引：55

作者：

Jo, Hyeim ^{[1
]}

Park, Jihye ^{[1
]}

Choi, Miji ^{[1
]}

Sharma, Satyasheel ^{[1
]}

Jeon, Mijin ^{[1
]}

Mishra, Neeraj Kumar ^{[1
]}

Jeong, Taejoo ^{[1
]}

Han, Sangil ^{[1
]}

Kim, In Su ^{[1
]}

机构：

[1] Sungkyunkwan Univ, Sch Pharm, Suwon 440746, South Korea

来源：

ADVANCED SYNTHESIS & CATALYSIS | 2016年 / 358卷 / 17期

基金：

新加坡国家研究基金会;

关键词：

aldehydes; C-H activation; indoles; indolines; ruthenium; C-H BOND; RHENIUM-CATALYZED SYNTHESIS; ALDEHYDES; FUNCTIONALIZATION; INSERTION; CYCLIZATION; ALKYLATION; ALKENYLATION; PHTHALIDES; AMIDATION;

D O I：

10.1002/adsc.201600297

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

The ruthenium(II)- or rhodium(III)-catalyzed pyrimidinyl-directed Grignard-type C-H additions of N-heterocycles with activated aldehydes and ketones are described. A cationic ruthenium catalyst and sodium acetate additive in dichloroethane as solvent were found to be optimal catalytic system for the construction of C-7 alkylated indolines. In sharp contrast, a cationic rhodium complex allows the generation of C-2 alkylated indoles and pyrroles as well as C-1 alkylated carbazoles. The site-selective C-H functionalization of these heterocyclic scaffolds could be an important asset towards the development of novel bioactive compounds.

引用

页码：2714 / 2720

页数：7

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