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Upon treatment with In and I 2 , mono-substituted alkenes having an iodine substituent at the δ-position of the tether gave the corresponding iodinated cyclic compounds, whereas di- and tri-substituted alkenes gave the corresponding hydroxylated cyclic compounds. Alkenes bearing leaving groups at the allylic position were transformed only to the corresponding vinyl substituted cyclic compounds...
Novel indium-mediated reactions have been studied. Treatment of iodoalkyne with In (0.5 equiv.) and I 2 (0.5 equiv.) in MeOH promotes the atom-transfer 5-exo-cyclization. In contrast, the reaction with In (2 equiv.) and I 2 (1 equiv.) gives rise to a reductive 5-exo-cyclized product.
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