CDC Reactions of N-Aryl Tetrahydroisoquinolines Using Catalytic Amounts of DDQ: C-H Activation under Aerobic Conditions

被引：141
|
作者：
Alagiri, Kaliyamoorthy [1 ]
Devadig, Pradeep [1 ]
Prabhu, Kandikere R. [1 ]
机构：
[1] Indian Inst Sci, Dept Organ Chem, Bangalore 560012, Karnataka, India
来源：
CHEMISTRY-A EUROPEAN JOURNAL | 2012年 / 18卷 / 17期
关键词：
CDC reaction; C?H activation; DDQ; hydroxycoumarins; Mannich reaction; metal-free reaction; DEHYDROGENATIVE COUPLING REACTIONS; TERTIARY-AMINES; BOND FORMATION; BENZYL ETHERS; OXIDATION; DEPROTECTION; KETONES; DERIVATIVES; OXIDANT; MILD;
D O I：
10.1002/chem.201200100
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
An oxidative cross-dehydrogenative coupling (CDC) reaction for the formation of C-C and C-P bonds is disclosed using a catalytic amount of DDQ (10 mol %) under aerobic conditions (see scheme). This unprecedented environmentally benign strategy of using AIBN (10 mol %) and molecular oxygen to regenerate DDQ exhibits a larger substrate scope. For the first time, an efficient utility of 4-hydroxycoumarins as pronucleophiles for CDC is presented. Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码：5160 / 5164
页数：5
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