Alternatives to 1-H-tetrazole in the preparation of phosphonate diesters and phosphonamidates from phosphonyl dichlorides |
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Authors: | Jack Maung |
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Institution: | San Francisco State University, Department of Chemistry and Biochemistry, 1600 Holloway Ave., San Francisco, CA 94132, USA |
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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. |
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Keywords: | 5-Ethylthio-1-H-tetrazole 4 5-Dicyanoimidazole 1-H-Tetrazole Phosphonate diester Phosphonamidate |
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