Trifluoroacetaldehyde N-tosylhydrazone in [3+2] cycloaddition reaction for the synthesis of 5-(trifluoromethyl)pyrazolines

被引：1
|
作者：
Vetrov, D. E. [1 ]
Sazonov, P. K. [1 ]
Beletskaya, I. P. [1 ]
Titanyuk, I. D. [1 ]
机构：
[1] Lomonosov Moscow State Univ, Dept Chem, Build 3, 1 Leninskie Gory, Moscow 119991, Russia
来源：
RUSSIAN CHEMICAL BULLETIN | 2024年 / 73卷 / 04期
基金：
俄罗斯科学基金会;
关键词：
organofluorine chemistry; diazo compounds; 3+2] cycloaddition; pyrazolines; trifluoroacetaldehyde N-tosylhydrazone; TRIFLUOROMETHYL; REAGENTS; 2,2,2-TRIFLUORODIAZOETHANE; PYRAZOLES; INSERTION; ALKYNES;
D O I：
10.1007/s11172-024-4215-9
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Trifluoroacetaldehyde N-tosylhydrazone used as a precursor for the in situ generation of CF3CHN2 by treatment with weak bases in safe concentration underwent [3+2] cycloaddition to electron deficient alkenes in the presence of N,N-diisopropylethylamine to give 5-(trifluoromethyl)pyrazolines in high yields. The reaction proceeded under mild conditions, tolerated a wide range of the substituents, and gave products promising for the drug design. The elaborated procedure avoided such drawbacks associated with the use of CF3CHN2 as volatility, toxicity, and explosion hazard.
引用
收藏
页码：1011 / 1017
页数：7
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