ChemInform Abstract: Radical Reactions in Aqueous Medium Using (Me₃Si)₃SiH.

Abstract

Reduction O 0220Radical Reactions in Aqueous Medium Using (Me3Si)3SiH. -Two methods for the title reactions are developed, depending on the hydrophilic or hydrophobic character of the substrates. Water-soluble substrates are dehalogenated [cf. (II)], decarbonylated [cf. (IV)], deoxygenated [cf. (VI)] or hydrosilylated [cf. (XVII)-(XXII)] using ACN as a radical initiator in catalytic amounts. The water-soluble substrates require 2-mercaptoethanol as an additional catalyst. Dehalogenation reaction is applied to a variety of ribose-derived bromides and iodides [cf. (XII)]. Various azides are transferred to the corresponding amines [cf. (XIV)]. -(POSTIGO, A.; KOPSOV, S.; FERRERI, C.; CHATGILLIALOGLU*, C.; Org. Lett. 9 (2007) 25, 5159-5162; Cons. Naz. Ric., Ist. Sin. Org. Fotoreatt., CNR, I-40129 Bologna, Italy; Eng.) -R. Steudel 18-038