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Diastereoselective Synthesis of 3-[2-Chloro(bromo)phenyl]-2-methyl-2-[(prop-2-yn-1-yl)oxy]oxiranes and 5-[3-Chloro(bromo)phenyl]-2,2,4-trimethyl-4-[(prop-2-yn-1-yl)]-1,3-dioxolane

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Abstract

The reaction of halogen-substituted benzaldehydes with 3-(1-chloroethoxy)prop-1-yne leads to the formation of unsaturated ethers derived from 2-hydroxyoxirane. The formation of the latter was confirmed by its reaction with acetone in the presence of BF3·Et2O to give substituted 1,3-dioxolanes.

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Authors and Affiliations

  1. Azerbaijan Technical University, 1073, Baku, Azerbaijan

    G. M. Talybov & N. Ya. Akhmedova

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  1. G. M. Talybov
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  2. N. Ya. Akhmedova
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Correspondence to G. M. Talybov.

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Translated from Zhurnal Organicheskoi Khimii, 2023, Vol. 59, No. 5, pp. 582–587 https://doi.org/10.31857/S0514749223050038.

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Talybov, G.M., Akhmedova, N.Y. Diastereoselective Synthesis of 3-[2-Chloro(bromo)phenyl]-2-methyl-2-[(prop-2-yn-1-yl)oxy]oxiranes and 5-[3-Chloro(bromo)phenyl]-2,2,4-trimethyl-4-[(prop-2-yn-1-yl)]-1,3-dioxolane. Russ J Org Chem 59, 764–768 (2023). https://doi.org/10.1134/S1070428023050032

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  • DOI: https://doi.org/10.1134/S1070428023050032

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