Boron trifluoride promoted reaction of alkyl hypohalites with alkenes. A new synthesis of fluoro halides

…, ML Oakes, DF Shellhamer, GE Heasley…

Index: Heasley, Victor L.; Gipe, Robert K.; Martin, Jody L.; Wiese, Harry C.; Oakes, Melanie L.; Shellhamer, Dale F. Journal of Organic Chemistry, 1983 , vol. 48, # 19 p. 3195 - 3199

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Citation Number: 32

Abstract

The reactions of the following alkenes with alkyl hypohalites and boron trifluoride (BF,) were investigated: cyclohexene (3), 1-hexene (8), trans-1, 2-dichloroethylene (15), methyl acrylate (l8), methyl crotonate (25), methyl isocrotonate (29), butadiene (33), methyl vinyl ketone (42), and styrene (45). Reactions of these alkenes with methyl hypochlorite (1) and BF3 in dichloromethane give fluoro chloride adducts as well as methoxy chlorides with the ...