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

页码：301 / 306

页数：6

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