从 2,2-二氯三氟-1-碘乙烷简单实用地合成 3,3-二氟吡咯烷

IF 1.7 4区 化学 Q3 CHEMISTRY, INORGANIC & NUCLEAR
Andrey B. Koldobskii , Sofia M. Morozova , Olga S. Shilova , Yuri V. Dankov , Sergey K. Moiseev
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引用次数: 0

摘要

从市场上可买到的 2,2-二氯三氟-1-碘乙烷开始,详细阐述了制备 3,3-二氟吡咯烷盐酸盐的新颖简单方法。将其与乙烯进行自由基加成,可得到相应的碘化物,并转化为伯胺。最后一种与硫氢化钠一起加热,生成之前未知的 3,3-二氟吡咯烷-2-硫酮,并以高产率转化为目标产物。整个转化过程不需要使用有毒、易燃、易爆和危险的试剂,也不需要柱层析纯化。中间体和目标化合物的替代合成方法已经提出。
本文章由计算机程序翻译,如有差异,请以英文原文为准。

Simple practical synthesis of 3,3-difluoropyrrolidine from 2,2-dichlorotrifluoro-1-iodoethane

Simple practical synthesis of 3,3-difluoropyrrolidine from 2,2-dichlorotrifluoro-1-iodoethane

Simple practical synthesis of 3,3-difluoropyrrolidine from 2,2-dichlorotrifluoro-1-iodoethane

Novel simple approach was elaborated for the preparation of 3,3-difluoropyrrolidine hydrochloride starting from commercially available technical 2,2-dichlorotrifluoro-1-iodoethane. Its radical addition to ethylene afforded the corresponding iodide that was transformed into the primary amine. The last one was heated with sodium hydrosulfide to form previously unknown 3,3-difluoropyrrolidine-2-thione which was converted into the target product in high yield. The whole transformation does not require the use of toxic, flammable, explosive and hazardous reagents as well as column chromatography purification. Alternative syntheses have been proposed for the intermediate and target compounds.

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来源期刊
Journal of Fluorine Chemistry
Journal of Fluorine Chemistry 化学-无机化学与核化学
CiteScore
3.80
自引率
10.50%
发文量
99
审稿时长
33 days
期刊介绍: The Journal of Fluorine Chemistry contains reviews, original papers and short communications. The journal covers all aspects of pure and applied research on the chemistry as well as on the applications of fluorine, and of compounds or materials where fluorine exercises significant effects. This can include all chemistry research areas (inorganic, organic, organometallic, macromolecular and physical chemistry) but also includes papers on biological/biochemical related aspects of Fluorine chemistry as well as medicinal, agrochemical and pharmacological research. The Journal of Fluorine Chemistry also publishes environmental and industrial papers dealing with aspects of Fluorine chemistry on energy and material sciences. Preparative and physico-chemical investigations as well as theoretical, structural and mechanistic aspects are covered. The Journal, however, does not accept work of purely routine nature. For reviews and special issues on particular topics of fluorine chemistry or from selected symposia, please contact the Regional Editors for further details.
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