Visible-light promoted one-pot synthesis of pyrazoles from alkynes and hydrazines

被引：21

作者：

Meng, Yunge ^{[1
]}

Zhang, Te ^{[1
]}

Gong, Xinchi ^{[1
]}

Zhang, Min ^{[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：

TETRAHEDRON LETTERS | 2019年 / 60卷 / 02期

基金：

中国国家自然科学基金;

关键词：

Alkyne; Pyrazole; Visible-light; Cascade; Synthesis; N-HETEROCYCLIC CARBENES; REGIOSELECTIVE SYNTHESIS; FLUORINATED PYRAZOLES; PHOTOREDOX CATALYSIS; CASCADE SYNTHESIS; RADICAL-ADDITION; FUNCTIONALIZATION; HYDRAZONES; DIHYDROPYRAZOLES; STRATEGY;

D O I：

10.1016/j.tetlet.2018.12.009

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A visible-light promoted cascade of Glaser coupling/annulation has been developed for one-pot synthesis of polysubstituted pyrazoles from alkynes and hydrazines. The method features mild reaction conditions, readily availible starting materials and green oxidant (O-2). It works for a wide range of substituted phenyl acetylene and hyrazines with good functional group tolerance and efficiency. Mechanistic pathways including photochemical irridiation, intramolecular hydrogen-atom-abstraction (HAT) and enamine-to-imine tautomerization was proposed for the transformation. (C) 2018 Elsevier Ltd. All rights reserved.

引用

页码：171 / 174

页数：4

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