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Issue 47, 2019, Issue in Progress
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Catalyst-free hydrophosphination of alkenes in presence of 2-methyltetrahydrofuran: a green and easy access to a wide range of tertiary phosphines

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Abstract

A hydrophosphination reaction that is free of base, acid and catalyst, using only 2-methyltetrahydrofuran as additive has been performed. A new family of mono-, di-, tri- and tetra-phosphines compounds are obtained in good to excellent yields by adding diphenylphosphine to alkenes, mono- and polyfunctional acrylics (based on acrylate and methacrylate motifs) and acrylamide substrates. Addition of four equivalent of bio-mass derived 2-MeTHF into the reaction media improves both conversion and time of the reaction and reduces the sensitivity of the reactants over oxidation. This simple, straightforward and atom-economic method respects the principles of Green Chemistry. Furthermore, in each case this transformation shows an exclusive regioselectivity towards the anti-Markovnikov products.

Graphical abstract: Catalyst-free hydrophosphination of alkenes in presence of 2-methyltetrahydrofuran: a green and easy access to a wide range of tertiary phosphines

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Supplementary files

Article information


Submitted
28 Jun 2019
Accepted
17 Aug 2019
First published
30 Aug 2019

This article is Open Access

RSC Adv., 2019,9, 27250-27256
Article type
Paper

Catalyst-free hydrophosphination of alkenes in presence of 2-methyltetrahydrofuran: a green and easy access to a wide range of tertiary phosphines

D. Bissessar, J. Egly, T. Achard, P. Steffanut and S. Bellemin-Laponnaz, RSC Adv., 2019, 9, 27250
DOI: 10.1039/C9RA04896K

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