Radical 1,2-fluoroalkylation/stannylation of terminal alkynes

IF 1.7 4区化学 Q3 CHEMISTRY, INORGANIC & NUCLEAR

Journal of Fluorine Chemistry Pub Date : 2025-03-22 DOI:10.1016/j.jfluchem.2025.110422

Vyacheslav I. Supranovich, Alexander D. Dilman

引用次数: 0

Abstract

A method for the radical 1,2-fluoroalkylation/stannylation of terminal alkynes using fluorinated bromides and a tin(II) salt is described. The reaction is performed under photocatalytic conditions and involves radical addition at the triple bond followed by interaction of the vinyl radical with tin(II). Treatment of the reaction mixture with butylzinc bromide leads to vinyl tributylstannanes, which can be involved in the Stille cross-coupling or subjected to iododestannylation.

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来源期刊

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

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.