Visible-Light Photocatalytic Aerobic Annulation for the Green Synthesis of Pyrazoles

被引：83

作者：

Ding, Ya ^{[1
]}

Zhang, Te ^{[1
]}

Chen, Qiu-Yun ^{[1
]}

Zhu, Chunyin ^{[1
,2
]}

机构：

[1] Jiangsu Univ, Sch Chem & Chem Engn, Zhenjiang 212013, Peoples R China

[2] Xiamen Univ, State Key Lab Phys Chem Solid Surfaces, Xiamen 361005, Peoples R China

来源：

ORGANIC LETTERS | 2016年 / 18卷 / 17期

关键词：

C-H FUNCTIONALIZATIONS; PHOTOREDOX CATALYSIS; REGIOSELECTIVE SYNTHESIS; ELECTRON-TRANSFER; 1,3,5-TRISUBSTITUTED PYRAZOLES; ENANTIOSELECTIVE SYNTHESIS; SELECTIVE INHIBITOR; ORGANOCATALYSIS; ACCESS; POTENT;

D O I：

10.1021/acs.orglett.6b01867

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A selective and high-yielding synthesis of polysubstituted pyrazoles through a VLPC (visible light photoredox catalysis)-promoted reaction of hydrazine with Michael acceptors is reported. The method employs very mild reaction conditions and uses air as the terminal oxidant, which makes the process environmentally benign. Different types of Michael acceptors with various substituents can undergo the reaction to afford corresponding pyrazoles in good to excellent yields. The reaction is proposed to go through VLPC-promoted oxidation of hydrazine to diazene followed by its addition to Michael acceptors, other than the conventional condensation of hydrazine with a carbonyl.

引用

页码：4206 / 4209

页数：4

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