Electrosynthesis of nitrogen heterocycles using environmentally friendly methodologies
authors Chaminade, X; Dunach, E; Esteves, AP; Medeiros, MJ; Neves, CS; Olivero, S
nationality International
journal ELECTROCHIMICA ACTA
author keywords Ethanol; Cyclisation; Nickel(II) complexes; Electroreduction; Heterocycles
keywords INDIRECT ELECTROREDUCTIVE CYCLIZATION; RADICAL CYCLIZATION; INTRAMOLECULAR CYCLIZATION; NICKEL(I) MACROCYCLE; UNSATURATED HALIDES; TETRAAZA MACROCYCLE; CARBON CATHODES; ORGANIC HALIDES; ALKYL-HALIDES; COMPLEXES
abstract Cyclic voltammetry and constant-current electrolysis in a one-compartment cell with a sacrificial anode has been used to study the indirect electroreduction of N-allyl-alpha-haloamides by electrogenerated Ni(1) complexes conducted in N,N-dimethylformantide (DMF) and acetonitrile (ACN) and the results were compared with those obtained in protic solvents such as EtOH and EtOH-H(2)O mixtures. It was observed that the indirect electrochemical reduction of N-allyl-alpha-haloamides led to the corresponding lactams and the yields and selectivities obtained in EtOH and EtOH-H(2)O were much better than those obtained in DMF or ACN. (C) 2009 Elsevier Ltd. All rights reserved.
publisher PERGAMON-ELSEVIER SCIENCE LTD
issn 0013-4686
year published 2009
volume 54
issue 22
beginning page 5120
ending page 5126
digital object identifier (doi) 10.1016/j.electacta.2009.01.004
web of science category Electrochemistry
subject category Electrochemistry
unique article identifier WOS:000267585500028
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journal analysis (jcr 2019):
journal impact factor 6.215
5 year journal impact factor 5.478
category normalized journal impact factor percentile 83.333
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