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Alternatives to 1-H-tetrazole in the preparation of phosphonate diesters and phosphonamidates from phosphonyl dichlorides
Authors:Jack Maung
Institution:San Francisco State University, Department of Chemistry and Biochemistry, 1600 Holloway Ave., San Francisco, CA 94132, USA
Abstract:5-Ethylthio-1-H-tetrazole (SET) and 4,5-dicyanoimidazole (DCI) were examined as alternatives to 1-H-tetrazole to mediate the synthesis of phosphonate diesters and phosphonamidates from phosphonyl dichlorides through a two-step one-pot reaction in various organic solvents. SET and DCI were comparable to 1-H-tetrazole for catalyzing these reactions. SET afforded slightly greater yields than DCI while benzene was universally the best solvent for this reaction.
Keywords:5-Ethylthio-1-H-tetrazole  4  5-Dicyanoimidazole  1-H-Tetrazole  Phosphonate diester  Phosphonamidate
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