Abstract
Reactions of vinylidenecyclopropanes with diaryl diselenide catalyzed by iodosobenzene diacetate produced the corresponding addition products 4 in moderate to good yields under mild conditions. The further transformation of 4 to the corresponding methylenecyclopropanes 5 has been disclosed in the presence of hydrogen peroxide (H2 O2 ) in toluene.
Key words
arylvinylidenecyclopropanes - diaryl diselenide - iodosobenzene diacetate - methylenecyclopropanes - addition reaction
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General Procedure.
Under an argon atmosphere, vinylidenecyclopropanes (0.3 mmol), diphenyl diselenide (0.6 mmol), PhI(OAc)2
(0.1 mmol), and THF (2 mL) were added into a Schlenk tube. The mixture was stirred at 35-40 °C for the time specified in Table
[2 ]
, then was purified by a flash column chromatography.