- Reaction of α-halo organoindium reagents with carbonyl compounds and electron-deficient alkenes
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A variety of α-halo organoindium reagents were prepared in situ from the reaction of gem-dihalo compounds with indium metal, and their reactions with carbonyl compounds and electron-deficient alkenes were examined. The reactions of simple 1,1-diiodoalkanes with indium metal gave no defined products but benzal iodide gave stilbene in a moderate yield. α-Halo organoindium reagents derived from α,α-dibromo carbonyl compounds gave oxiranes and cyclopropanes upon the reactions with aldehydes and alkenes, respectively. 3,3-Dichloropropenes reacted with aldehydes in the presence of indium metal to give the corresponding chlorohydrins and/or homoallylalcohols, depending on the structures of both the dichloropropenes and aldehydes employed.
- Araki, Shuki,Hirashita, Tsunehisa,Shimizu, Ken,Ikeda, Takahiro,Butsugan, Yasuo
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p. 2803 - 2816
(2007/10/03)
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- THE INFLUENCE OF THE Π-ELECTRON DISTRIBUTION AND Π-BOND STABILITY OF KETENE ACETALS ON THEIR REACTIVITY AND STEREOSELECTIVITY IN THERMAL (2+2) CYCLOADDITIONS WITH 1,1-DICYANOSTYRENES
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The reactions of series of ketene acetals (R1R2C=C(OMe)2) with dicyanostyrenes (ArCH=C(CN)2) have been studied.Ketene acetals with a symmetrical Π-electron distribution give stable cyclobutanes via reactions in which no dipolar inter
- Scheeren, Hans W.,Rossum,Anton J. R. van,Nivard, Rutger J. F.
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p. 1345 - 1354
(2007/10/02)
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