Novel Ylidic Phosphoryl Compounds from Halogenated Furan-2,5-Diones with Trivalent Phosphorus Esters: Application of this Approach to New Trisphosphonates Containing a Geminal Bisphosphonate Unit |
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Authors: | D Vaughan Griffiths David M Benoit Yuen-Ki Cheong Philip Duncanson Xiao Han |
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Institution: | 1. School of Biological and Chemical Sciences, Queen Mary University of London, London, United Kingdomd.v.griffiths@qmul.ac.uk;3. Department of Chemistry, University of Hull, Cottingham Road, Hull, HU6 7RX, United Kingdom;4. School of Biological and Chemical Sciences, Queen Mary University of London, London, United Kingdom |
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Abstract: | AbstractThe reactions of trivalent phosphorus esters, including trialkyl phosphites, dialkyl phosphonites, and alkyl phosphinites, with 3-halo- and 3,4-dihalo-furan-2,5-diones has been shown to lead to the formation of novel phosphorus ylides possessing additional phosphoryl-containing groups. For the reaction of 3,4-dihalo-furan-2,5-diones with trialkyl phosphites, the products are trialkoxyphosphonium ylides containing an adjacent geminal bisphosphonate unit. These can be used to provide a convenient route to novel 2,3,3-tris(dialkoxyphosphoryl)-substituted propionate esters which can be hydrolyzed to give the corresponding novel trisphosphonic monocarboxylic acid. |
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Keywords: | Halogenated furan-2 5-diones trivalent phosphorus esters ylides geminal bisphosphonates trisphosphonates |
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