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

页码：526 / 530

页数：5

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