Abstract
The reductive intramolecular cyclisation of ethyl 2-bromo-3- (3′,4′- dimethoxyphenyl)-3-propargyloxy-propanoate (1) catalysed by electrogenerated (1,4,8,11-tetramethyl-1,4,8,11- tetraazacyclotetradecane) nickel(I), [Ni(tmc)]+, in microemulsions made with cationic and anionic surfactants has been investigated by cyclic voltammetry and controlled-potential electrolysis. During controlled-potential electrolyses of Ni(II) complexes in the presence of bromopropargyloxy derivative 1, catalytic reduction of the latter proceeds via cleavage of the carbon-bromine bond to form a radical intermediate that undergoes cyclization to afford the substituted tetrahydrofurans.
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