A Versatile C-H Functionalization of Tetrahydroisoquinolines Catalyzed by Iodine at Aerobic Conditions

被引：250
|
作者：
Dhineshkumar, Jayaraman [1 ]
Lamani, Manjunath [1 ]
Alagiri, Kaliyamoorthy [1 ]
Prabhu, Kandikere Ramaiah [1 ]
机构：
[1] Indian Inst Sci, Dept Organ Chem, Bangalore 560012, Karnataka, India
来源：
ORGANIC LETTERS | 2013年 / 15卷 / 05期
关键词：
DEHYDROGENATIVE COUPLING REACTIONS; TERTIARY-AMINES; MOLECULAR-OXYGEN; OXIDATIVE CYANATION; HYDROGEN-PEROXIDE; BOND FORMATION; ACTIVATION; AMINATION; HETEROCYCLES; CDC;
D O I：
10.1021/ol4001153
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A versatile aerobic catalytic system (I-2 and O-2/TBHP) for C-H functionalization is reported. This CDC (cross-dehydrogentive coupling) reaction is compatible with a large number of nucleophiles and is performed under ambient reaction conditions. The scope of the metal-free CDC is illustrated by synthesizing a variety of functionalized tetrahydroisoquinolines and N,N-dimethylaniline. The highlight of the method is a Friedel-Crafts reaction of phenols and indole with tertiary amines.
引用
收藏
页码：1092 / 1095
页数：4
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