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Abstract: Methylenecyclobutanes undergo a lithiation reaction in the presence of n-BuLi or n-BuLi/KO t Bu from −78°C to room temperature or to 40°C in THF within 3h and then quenching with a variety of electrophiles to give the corresponding addition products (alcohols) in moderate to good yields within 2h. The alcohols can be easily oxidized to the ketones, which can be transformed to the substituted cyclopentenes in the presence of AlCl3 within short reaction time. [Copyright &y& Elsevier]

Abstract: Methylenecyclobutanes undergo an interesting rearrangement reaction in the presence of silver acetate and iodine at room temperature (20°C) in dichloromethane to give the corresponding aryl-(1-arylcyclobutyl)methanones in good to high yields within short reaction time. A plausible reaction mechanism has been discussed on the basis of control and O18-labeling experiments. [Copyright &y& Elsevier]