87176-61-2Relevant academic research and scientific papers
Halogen Epoxides, 5. Mixed Halogenated 2,3-Dihalo-2,3-diethyloxiranes: Synthesis, Limits of Existence, and Reactions with AgBF4
Spraul, Manfred,Griesbaum, Karl
, p. 2641 - 2652 (2007/10/02)
3-Chloroperbenzoic acid reacts with mixed 3,4-dihalo-3-hexenes (1) to give the corresponding 2,3-dihalooxiranes having F/Cl (2a)-, F/Br (2b)-, F/I (2c)-, and Cl/Br (2d)-substituents, however, not that having Cl/I (2e)-substituents.In 1:1-reactions with AgBF4, the epoxides 2a - d were selectively attacked at the respective higher halogen homologue by silver ions.The fluorinated epoxides 2a - c afforded high yields of 4,4-difluoro-3-hexanone (12a), while the Cl/Br-epoxide 2d provided 4-chloro-4-fluoro-3-hexanone (12d) as the major product.
