Visible-Light/Photoredox-Mediated sp3 C-H Functionalization and Coupling of Secondary Amines with Vinyl Azides in Flow Microreactors

被引：52
|
作者：
Tiwari, Dharmendra Kumar [1 ]
Maurya, Ram Awatar [2 ]
Nanubolu, Jagadeesh Babu [3 ]
机构：
[1] Indian Inst Chem Technol, CSIR, Dept Inorgan & Phys Chem, Hyderabad 500007, Andhra Pradesh, India
[2] Indian Inst Chem Technol, CSIR, Dept Med Chem & Pharmacol, Hyderabad 500007, Andhra Pradesh, India
[3] Indian Inst Chem Technol, CSIR, Ctr Xray Crystallog, Hyderabad 500007, Andhra Pradesh, India
来源：
CHEMISTRY-A EUROPEAN JOURNAL | 2016年 / 22卷 / 02期
关键词：
azides; nitrogen heterocycles; oxidation; photochemistry; redox chemistry; visible light; LIGHT PHOTOREDOX CATALYSIS; PHOTOCATALYTIC AEROBIC OXIDATION; 3+2 CYCLOADDITION; BATCH; ARYLATION; IMINES; TRIFLUOROMETHYLATION; PHOTOOXIDATION; ANNULATION; RADICALS;
D O I：
10.1002/chem.201504292
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Structurally diverse imidazole derivatives were synthesized by a visible-light/[Ru(bpy)(3)][(PF6)(2)]-mediated coupling of vinyl azides and secondary amines in flow microreactors. This operationally simple and atom-economical protocol allows the formation of three new C-N bonds through the functionalization of sp(3) C-H bonds adjacent to the secondary nitrogen atom. In order to get mechanistic insight of the coupling reaction, several control experiments were carried out and discussed.
引用
收藏
页码：526 / 530
页数：5
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