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Issue 4, 2006
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Reductive cyclisation of propargyloxy and allyloxy α-bromoester derivatives using environmentally friendly electrochemical methodologies

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Abstract

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

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

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Publication details

The article was received on 21 Sep 2005, accepted on 13 Dec 2005 and first published on 18 Jan 2006


Article type: Paper
DOI: 10.1039/B513402A
Citation: Green Chem., 2006,8, 380-385
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    Reductive cyclisation of propargyloxy and allyloxy α-bromoester derivatives using environmentally friendly electrochemical methodologies

    E. Duñach, A. P. Esteves, M. J. Medeiros and S. Olivero, Green Chem., 2006, 8, 380
    DOI: 10.1039/B513402A

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