Reactions of Organoboranes with Ferric Chloride and Thiocyanate. Convenient Syntheses of Alkyl Chlorides and Thiocyanates from Olefins via Hydroboration

The reactions of trialkylboranes with ferric chloride and thiocyanate in an aqueous tetrahydrofuran solution give the corresponding alkyl chlorides and thiocyanates in good yields. It was found that two equivalents of ferric salts per alkyl group of organoborane are required, and not only the first alkyl group of trialkylborane but other alkyl groups are also used.