Et3N-Catalyzed Cycloaddition Reactions of α-(Trifluoromethyl)styrenes with 2,2,2-Trifluorodiazoethane to Access Bis(trifluoromethyl)-Substituted Pyrazolines

被引：22
作者：
Li, Chunmei [1 ]
Zhang, Xuxue [2 ]
He, Jingjing [1 ]
Xu, Sixue [1 ]
Cao, Song [1 ]
机构：
[1] East China Univ Sci & Technol, Sch Pharm, Shanghai Key Lab Chem Biol, Shanghai 200237, Peoples R China
[2] Qilu Normal Univ, Coll Chem & Chem Engn, Jinan 250200, Shandong, Peoples R China
来源：
CHINESE JOURNAL OF CHEMISTRY | 2021年 / 39卷 / 02期
关键词：
Cycloaddition; 2,2,2-Trifluorodiazoethane; alpha-(Trifluoromethyl)styrenes; Pyrazoline; Et3N-catalyzed; DIELS-ALDER REACTIONS; ONE-POT SYNTHESIS; 1,3-DIPOLAR CYCLOADDITIONS; C-F; TRIFLUOROMETHYL ALKENES; METHYL DIAZOACETATE; CATALYZED SYNTHESIS; TRIFLUORODIAZOETHANE; FUNCTIONALIZATION; OLEFINS;
D O I：
10.1002/cjoc.202000480
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Main observation and conclusion A novel and practical method for the synthesis of 3,5-bis(trifluoromethyl)-4,5-dihydro-1H-pyrazoles by [3+2] cycloaddition reactions of alpha-(trifluoromethyl)styrenes with 2,2,2-trifluorodiazoethane (CF3CHN2) has been developed. The cyclization reaction proceeds smoothly in the presence of a catalytic amount of Et3N, affording a variety of bis(trifluoromethyl)-substituted 2-pyrazolines in good to excellent yields. This method also exhibits a broad substrate scope and tolerates various functional groups. [GRAPHICS] .
引用
收藏
页码：301 / 306
页数：6
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