Conversion of 1, 3-dihalopropanes to propanes and/or cyclopropanes on treatment with different reducing agents

MS Newman, GS Cohen, RF Cunico…

Index: Newman,M.S. et al. Journal of Organic Chemistry, 1973 , vol. 38, p. 2760 - 2763

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Citation Number: 16

Abstract

Treatment of 2-benzyl-2-methyl-l, 3-diiodopropane (3a) with lithium aluminum hydride in ether or chromous sulfate in dimethylformamide yields mainly I-benzyl-1- methylcyclopropane (S), whereas, when tri-n-butyltin hydride is used, solvent-dependent mixtures of 5 and neopentylbenzene (6) result. When 2-benzyl-2-methyllJ3-dibromopropane (3b) is treated with LiAlH4, solvent-dependent mixtures of 5 and 6 are formed. When 2- ...