Regioselective alkylation of 2,4-dihydroxybenzyaldehydes and 2,4-dihydroxyacetophenones

Aziza Frank; Negar Hamidi; Fengtian Xue

doi:10.1016/j.tetlet.2022.153755

Regioselective alkylation of 2,4-dihydroxybenzyaldehydes and 2,4-dihydroxyacetophenones

Tetrahedron Lett. 2022 Apr 13:95:153755. doi: 10.1016/j.tetlet.2022.153755. Epub 2022 Mar 23.

Authors

Aziza Frank¹, Negar Hamidi¹, Fengtian Xue¹

Affiliation

¹ Department of Pharmaceutical Sciences, University of Maryland School of Pharmacy, 20 Penn Street, Baltimore, Maryland 21201, United States.

Abstract

We report a cesium bicarbonate-mediated alkylation of 2,4-dihydroxybenzyaldehyde and 2,4-dihydroxyacetophenone to generate 4-alkylated products in acetonitrile at 80 °C with excellent regioselectivity, up to 95% isolated yields, and broad substrate scope.

Keywords: Alkylation; Cesium bicarbonate; Regioselective; Scalable.

Abstract

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