882976-19-4Relevant academic research and scientific papers
Synthetic utility of tribenzyltin hydride and its derivatives as easily accessible, removable, and decomposable organotin reagents
Yamakawa, Takeshi,Kinoshita, Hidenori,Miura, Katsukiyo
supporting information, p. 129 - 134 (2013/03/13)
Radical reactions using tribenzyltin hydride (Bn3SnH) easily prepared from tin and benzyl chloride were studied. The Et3B- initiated reduction and cyclization of haloalkanes and haloalkenes with Bn 3SnH proceeded efficiently. Homolytic hydrostannylation of alkynes with Bn3SnH followed by treatment with electrophiles gave functionalized alkenes in good to high yields. The organotin byproducts formed could be easily removable by filtration and silica-gel column chromatography without any pretreatment. It was also found that tribenzyltin chloride (Bn 3SnCl) easily decomposed to benzyl alcohol in a basic solution of H2O2.
Indium(III) acetate-catalyzed intermolecular radical addition of organic iodides to electron-deficient alkenes
Miura, Katsukiyo,Tomita, Mitsuru,Ichikawa, Junji,Hosomi, Akira
, p. 133 - 136 (2008/09/16)
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.
Synthetic radical reactions using dibutylchlorogermane and dibutylethoxygermane as radical mediators
Miura, Katsukiyo,Ootsuka, Kazunori,Hosomi, Akira
, p. 3151 - 3153 (2007/10/03)
In the presence of Et3B as radical initiator, dibutylchlorogermane (1a) and dibutylethoxygermane (1b) reacted with bromo- and iodoalkanes at room temperature to give the corresponding alkanes in high yields. Hydrogermane 1a was more reactive than 1b. However, 1b worked as a better radical mediator in intermolecular radical addition of haloalkanes to electron-deficient alkenes. Georg Thieme Verlag Stuttgart.
