Reductive cyclisation of propargyloxy and allyloxy α-bromoester derivatives using environmentally friendly electrochemical methodologies

The electrochemical intramolecular cyclisation of alpha -bromo propargyloxy (1 and 2) and allyloxy (3) esters was carried out in ethanol and in ethanol-water mixtures as environmentally friendly systems using Ni(II) complexes as the catalysts. The reduction of the substrates proceeds one-electron cl...

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Veröffentlicht in:Green chemistry : an international journal and green chemistry resource : GC 2006-01, Vol.8 (4), p.380-385
Hauptverfasser: Duñach, E., Esteves, A. P., Medeiros, M. J., Olivero, S.
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Sprache:eng
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Zusammenfassung:The electrochemical intramolecular cyclisation of alpha -bromo propargyloxy (1 and 2) and allyloxy (3) esters was carried out in ethanol and in ethanol-water mixtures as environmentally friendly systems using Ni(II) complexes as the catalysts. The reduction of the substrates proceeds one-electron cleavage of the carbon-bromine bond to form a radical-type intermediate that undergoes cyclisation to afford cyclic ethers in moderate to good yields.
ISSN:1463-9262
1463-9270
DOI:10.1039/b513402a