Vasicine catalyzed direct C-H arylation of unactivated arenes: organocatalytic application of an abundant alkaloid

被引：45

作者：

Sharma, Sushila ^{[1
,2
]}

Kumar, Manoranjan ^{[1
,2
]}

Kumar, Vishal ^{[2
]}

Kumar, Neeraj ^{[1
,2
]}

机构：

[1] CSIR, Inst Himalayan Bioresource Technol, Acad Sci & Innovat Res, Palampur 176061, Himachal Prades, India

[2] CSIR, Inst Himalayan Bioresource Technol, Palampur 176061, Himachal Prades, India

来源：

TETRAHEDRON LETTERS | 2013年 / 54卷 / 36期

关键词：

Alkaloid; Biaryls; C-H activation; Organocatalyst; Vasicine; ARYL BOND FORMATION; BUTOXIDE; HALIDES; HETEROCYCLES; ACTIVATION; DISCOVERY; BENZENE; PROMOTE; AMINES;

D O I：

10.1016/j.tetlet.2013.06.125

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Vasicine, a quinazoline alkaloid isolated from Adhatoda vasica, has been employed as an organocatalyst for direct C-H arylation of unactivated arenes with aryl iodides/bromides without the assistance of any transition metal catalyst. A number of sensitive functional groups such as methyl, methoxy, O-benzyl, acetyl, and amino were well tolerated under present reaction conditions. Mechanistic investigation supported the involvement of radical intermediates. (C) 2013 Elsevier Ltd. All rights reserved.

引用

页码：4868 / 4871

页数：4

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