Andrey B. Koldobskii , Sofia M. Morozova , Olga S. Shilova , Yuri V. Dankov , Sergey K. Moiseev
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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.
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.