Abstract
Reactions of mono-, di-, and trimethoxybenzaldehydes with trimethylsulfonium methyl sulfate readily occur under mild homogeneous and heterogeneous phase-transfer conditions to give the corresponding aryloxiranes whose yields are comparable with those typical of severe Corey-Chaykovsky reaction conditions. The phase-transfer version ensures better purity of the epoxy derivatives and is the only possible way of preparing 1-methyl-3-(oxiran-2-yl)-1H-indole.
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Original Russian Text © A.A. Afon’kin, M.L. Kostrikin, A.E. Shumeiko, A.F. Popov, 2008, published in Zhurnal Organicheskoi Khimii, 2008, Vol. 44, No. 12, pp. 1802–1806.
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Afon’kin, A.A., Kostrikin, M.L., Shumeiko, A.E. et al. Synthesis of some electron-rich aryl(hetaryl)oxiranes under phase-transfer and homogeneous conditions. Russ J Org Chem 44, 1776–1779 (2008). https://doi.org/10.1134/S1070428008120099
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DOI: https://doi.org/10.1134/S1070428008120099