KOtBu-Mediated Aerobic Transition-Metal-Free Regioselective kβ-Arylation of Indoles: Synthesis of β-(2/4-Nitroaryl)-indoles

被引：71

作者：

Kumar, Shailesh ^{[1
]}

Rathore, Vandana ^{[1
]}

Verma, Ajay ^{[1
]}

Prasad, Ch. Durga ^{[1
]}

Kumar, Amit ^{[1
]}

Yadav, Abhimanyu ^{[1
]}

Jana, Sadhan ^{[1
]}

Sattar, Moh. ^{[1
]}

Meenakshi ^{[1
]}

Kumar, Sangit ^{[1
]}

机构：

[1] IISER Bhopal, Dept Chem, Indore By Pass Rd, Bhopal 462066, Madhya Pradesh, India

来源：

ORGANIC LETTERS | 2015年 / 17卷 / 01期

关键词：

PALLADIUM-CATALYZED DIRECT; C-H-ARYLATION; ONE-POT SYNTHESIS; ROOM-TEMPERATURE; C-3; ARYLATION; NUCLEOPHILIC-SUBSTITUTION; BOND ARYLATION; ARYL BROMIDES; MECHANISM; FUNCTIONALIZATION;

D O I：

10.1021/ol503274z

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A (KOBu)-Bu-t-mediated intermolecular oxidative C-C coupling of nitroarenes with indoles is presented in DMSO at room temperature in an open flask. By using this mild and economical methodology, syntheses of beta-(2/4-nitroaryl)-indoles with sensitive functionalities such as bromo, iodo, cyano, and nitro were achieved chemo- and regioselectively. Synthesized beta-(2/4-nitroaryl) indoles were transformed into densely functionalized biindoles, indoloindoles, and (4-aminoaryl)-indoles which demonstrate post-transformation utility of the developed methodology.

引用

页码：82 / 85

页数：4

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