Metal-free oxidative C-C bond formation of active methylenic sp3 C-H bonds with benzylic sp3 C-H and allylic sp3 C-H bonds mediated by DDQ

被引：29
|
作者：
Ramesh, D. [1 ]
Ramulu, U. [1 ]
Rajaram, S. [1 ]
Prabhakar, P. [1 ]
Venkateswarlu, Y. [1 ]
机构：
[1] Indian Inst Chem Technol, Nat Prod Lab, Organ Div 1, Hyderabad 500007, Andhra Pradesh, India
来源：
TETRAHEDRON LETTERS | 2010年 / 51卷 / 37期
关键词：
Metal-free; Oxidative coupling; C-C bond formation; DDQ; 1,3-Dicarbonyl; DEHYDROGENATIVE-COUPLING CDC; FORMING REACTIONS; GREEN CHEMISTRY; NITROGEN ATOM; CARBON; ACTIVATION; SP(2); ALKYLATION; ARYLATION; FUNCTIONALIZATION;
D O I：
10.1016/j.tetlet.2010.07.080
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
An efficient and simple method for the oxidative coupling of benzylic and allylic sp(3) C-H bonds with active methylenic sp(3) C-H bonds under metal-free conditions was developed by employing 2,3-dichloro-5,6-dicyanobenzoquinone (DDQ) as an oxidant. The reaction was shown to proceed smoothly for various 1,3-dicarbonyl compounds with a range of benzylic and allylic substrates in good to excellent yields. (C) 2010 Elsevier Ltd. All rights reserved.
引用
收藏
页码：4898 / 4903
页数：6
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