Reduction of activated conjugated alkenes by the InCl3-NaBH4 reagent system

Ranu, Brindaban C. ; Samanta, Sampak (2003) Reduction of activated conjugated alkenes by the InCl3-NaBH4 reagent system Tetrahedron, 59 (40). pp. 7901-7906. ISSN 0040-4020

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Official URL: http://linkinghub.elsevier.com/retrieve/pii/S00404...

Related URL: http://dx.doi.org/10.1016/j.tet.2003.08.022

Abstract

A combination of a catalytic amount of indium (III) chloride and sodium borohydride in acetonitrile reduces selectively the carbon-carbon double bonds in conjugated alkenes such as α,α-dicyano olefins, α,β-unsaturated nitriles, cyanoesters, cyanophosphonate and dicarboxylic esters. However, reduction of chalcones is little different. They are reduced to a mixture of saturated ketones and alcohols if the reaction mixture is quenched with H2O, whereas quenching with MeOH leads to saturated alcohols only.

Item Type:Article
Source:Copyright of this article belongs to Elsevier Science.
Keywords:Indium Chloride; Sodium Borohydride; Reduction; Conjugated Alkene; Chalcone
ID Code:41464
Deposited On:30 May 2011 05:16
Last Modified:30 May 2011 05:16

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