Copper-catalyzed formal propargylic [3+2] cycloaddition for stereoselective construction of (E)-β-pyrazolylacrylates

被引:2
|
作者
Han, Jiao [1 ,2 ]
Xu, You-Wei [2 ]
Wang, Xue-Ming [3 ]
Zhang, Lei [1 ]
Hu, Xiang-Ping [2 ]
机构
[1] Liaoning Shihua Univ, Coll Chem Chem Engn & Environm Engn, Fushun 113001, Peoples R China
[2] Chinese Acad Sci, Dalian Inst Chem Phys, Dalian 116023, Peoples R China
[3] Tianjin Huijia New Mat Technol LTC, Tianjin 300182, Peoples R China
基金
中国国家自然科学基金;
关键词
Cycloaddition; Copper; beta-Pyrazolylacrylate; Synthetic method; ARYLATION; EFFICIENT; ALCOHOLS; VINYL;
D O I
10.1016/j.tetlet.2019.151409
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A copper-catalyzed formal propargylic [3 + 2] cycloaddition between propargylic acetates and 3-(2-tosylhydrazono)propanoates for the synthesis of (E)-beta-substituted-beta-pyrazolylacrylates has been realized. The reaction showed broad substrate scope and excellent stereoselectivities, thus leading to a variety of (E)-beta-substituted-beta-pyrazolylacrylates in moderate to good yields. The employment of a tridentate diPh-pybox ligand proved to be crucial for the success of the reaction. (C) 2019 Elsevier Ltd. All rights reserved.
引用
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页数:4
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