O-alkylation of pyridine aldo- and ketoximes with dihalohydrins under phase-transfer conditions

Phase-transfer-catalyzed alkylation of (E)-pyridine aldo- and (E)-ketoximes with dihalohydrins in the benzene (or DMSO)/10% aq. NaOH system in the presence of tetradecylammonium bromide proceeds regiospecifically to afford the corresponding O-halohydrins in good yields. In this study, first O-halohydrin derivatives were converted into glycidyl ether derivatives, and then a new series of amino alcohols were synthesized by the condensation of amines with these glycidyl ethers. Copyright © Taylor & Francis Group, LLC.