An efficient one-step synthesis of a new series of multifunctional olefins

Submitting author affiliation:
Laboratory of Materials, Treatement and Analysis LMTA, National Institute of Research and Physico-Chemical Analysis (INRAP), Biotechpôle Sidi Thabet 2020, Tunis, Tunisia

Beilstein Arch. 2024, 202440. https://doi.org/10.3762/bxiv.2024.40.v1

Published 12 Jun 2024

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Abstract

An efficient one-step procedure for the synthesis of a new series of multifunctional olefins by condensation of β-diketones as well as β-phosphonoesters and benzoylated β-ketoesters with formaldehyde, using potassium carbonate in refluxing THF, followed by a deacylation reaction,  is herein described. In contrast, acetylated β-keto esters derivatives, only undergo a hydroxymethylation reaction, affording the corresponding α-hydroxymethyl β-keto esters in high yields.

Keywords: β-Dicarbonyl derivatives; Morita–Baylis–Hillman; Olefination; Wittig-Horner; Deacylation; Hydroxymethylation

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When a peer-reviewed version of this preprint is available, this information will be updated in the information box above. If no peer-reviewed version is available, please cite this preprint using the following information:

Mhasni, O.; Legros, J.; Rezgui, F. Beilstein Arch. 2024, 202440. doi:10.3762/bxiv.2024.40.v1

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