Transition metal catalyzed reactions of lithium aluminum hydride with alkyl and aryl halides
Journal
Journal of Organic Chemistry
Journal Volume
43
Journal Issue
6
Pages
1263-1265
Date Issued
1978
Author(s)
Abstract
The reduction of organic halides to the corresponding hydrocarbons is an important transformation in organic synthesis. Recently, 2LiAlH(OCH3)3-CuI1 and LiCuHR2 compounds (where R = alkyl and alkynyl) were evaluated as reagents for removal of halo and mesoloxy groups. TiCl3-Mg3 and (π-Cp)2TiC12-Mg4 have been used for the same purpose at almost the same time by different research groups. More recently, we have been able to synthesize complex metal hydrides of copper and have demonstrated their ability to remove the halo and tosylate group from alkyl and aryl halides and tosylates.5 We wish to report here that LiA1H4 in the presence of first row transition-metal halides is a powerful and convenient reagent for the removal of halo and tosylate groups. © 1978, American Chemical Society. All rights reserved.
Type
journal article