Indium(III) acetate-catalyzed intermolecular radical addition of organic iodides to electron-deficient alkenes.
In the presence of phenylsilane and a catalytic amount of indium(III) acetate, organic iodides added to electron-deficient alkenes in ethanol at room temperature. Both simple and functionalized organic iodides were applicable to this reaction. A plausible reaction mechanism involves the formation of indium hydride species by hydride transfer from silicon to indium and an indium hydride-mediated radical chain process.
Miura
Katsukiyo
K
Department of Chemistry, Graduate School of Pure and Applied Sciences, University of Tsukuba, Tsukuba, Ibaraki 305-8571, Japan. miura@chem.tsukuba.ac.jp
Tomita
Mitsuru
M
Ichikawa
Junji
J
Hosomi
Akira
A
D000085:Acetates / Q000737:chemistry*; D000475:Alkenes / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D006847:Hydrocarbons, Iodinated / Q000737:chemistry*; D007204:Indium / Q000737:chemistry*; D015394:Molecular Structure
D000085:Acetates; D000475:Alkenes; D006847:Hydrocarbons, Iodinated; D007204:Indium