A Green and Facile Method for the Synthesis of Substituted 1,2-Epoxy Ethylgembisphosphonates and their Symmetrical Dibutylammmonium Salts

  1. Siphamandla B. SimelaneORCID Logo,
  2. Derek T. Ndinteh and
  3. Xavier Y. MbiandaORCID Logo

Submitting author affiliation: University of Johannesburg, Doornfontein, South Africa

Beilstein Arch. 2020, 20203. doi:10.3762/bxiv.2020.3.v1

Published 06 Jan 2020

  • Preprint


In this paper we report a convenient and environmentally friendly method for the synthesis of substituted 1,2-epoxy ethylgembisphosphonates using hydrogen peroxide in methanol-water solvent system. This reaction allows easy access to the desired epoxy bisphosphonates in good to excellent yields. It can also be scaled up easily since it requires small amounts of solvents and there are no by-products. The epoxy bisphosphonates were dealkylated with dibutylamine under solvent-free conditions to give novel symmetrical dibutylammonium diethyl (oxirane-2,2-diyl)bisphosphonate salts.

Keywords: Epoxy bisphosphonates; Green epoxidation; Electron-deficient alkenes; Dealkylation; Ammmonium bisphosphonate salts.

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Simelane, S. B.; Ndinteh, D. T.; Mbianda, X. Y. Beilstein Arch. 2020, 20203. doi:10.3762/bxiv.2020.3.v1

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