Stereoselective Halogenations of Alkenes and Alkynes in Ionic Liquids

Cinzia Chiappe*, Dario Capraro, Valeria Conte and Daniela Pieraccini

*Dipartimento di Chimica Bioorganica e Biofarmacia, Università di Pisa, via Bonanno 33, 56126 Pisa, Italy, and I.P.P.A. Facoltà di Agraria, Università di Foggia, via Napoli 25, 71100 Foggia, Italy

C. Chiappe, D. Capraro, V. Conte, D. Pieraccini, Org. Lett., 2001, 3, 1061-1063.

DOI: 10.1021/ol015631s

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Abstract

Stereoselective halogenations of alkenes and alkynes can be conducted in room-temperature ionic liquids, 1-butyl-3-methylimidazolium hexafluorophosphate, 1-butyl-3-methylimidazolium tetrafluoroborate, 1-butyl-3-methylimidazolium bromide, and 1-butyl-3-methylimidazolium chloride as "green" recyclable alternatives to chlorinated solvents.

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Key Words

ionic liquids, 1,2-dibromoalkanes, 1,2-dibromoalkenes

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ID: J54-Y2001