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Isomerization of (Het)arylbenzoins in Basic Media

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The α→β isomerization of the hetaryl analogs of unsymmetrical benzoins on heating in basic media is a convenient preparative method for the production of α-hydroxyacyl derivatives of π-excessive heterocycles. The motivating force here for the isomerization is the formation of a thermodynamically more stable product. It was established that α→β isomerization is promoted by increase in the difference between the electron-donating characteristics of the (het)aryl residues

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Ivonin, S.P., Lapandin, A.V. & Shtamburg, V.G. Isomerization of (Het)arylbenzoins in Basic Media. Chemistry of Heterocyclic Compounds 40, 154–160 (2004). https://doi.org/10.1023/B:COHC.0000027885.61368.a7

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  • DOI: https://doi.org/10.1023/B:COHC.0000027885.61368.a7

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