Metal-Free Tandem Oxidative Cyclization for the Synthesis of 1,2-Dihydropyridazines and Pyrazoles

被引:15
作者
Cheng, Dongping [1 ]
Shen, Yinqiang [1 ]
Wu, Ziliang [1 ]
Xu, Xiaoliang [2 ]
Yan, Jizhong [1 ]
机构
[1] Zhejiang Univ Technol, Coll Pharmaceut Sci, Hangzhou 310014, Peoples R China
[2] Zhejiang Univ Technol, Coll Chem Engn, Hangzhou 310014, Peoples R China
关键词
SYNERGISTIC CATALYSIS; ALLYLIC ALCOHOLS; DERIVATIVES; ALKENES; DIAMINATION; GENERATION; STRATEGY;
D O I
10.1021/acs.joc.1c00020
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Mediated by 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ), a novel oxidative coupling of hydrazones and 1,3-diarylpropenes has been disclosed to generate appealing beta,gamma-unsaturated hydrazones, which further undergo 5-exo-trig or 6-endo-trig cascade cyclization to give the respective 1,2-dihydropyridazines or pyrazoles selectively under metal-free conditions. The mechanisms of the coupling and subsequent cyclization are proposed.
引用
收藏
页码:8563 / 8575
页数:13
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