Synthesis and some transformations of dimethyl anabasylethynephosphonate

N. I. Svintsitskaya, O. A. Aimakov, A. V. Dogadina, Boris I. Ionin

2009

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DOI 10.1134/s1070363209070093
Data confidence 70 medium
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Abstract

A new phosphorylated ynamine, dimethyl anabasylethynephosphonate, was synthesized by reaction of dimethyl chloroacetylenephosphonate with anabasine. Anabasylethynephosphonate obtained was shown to react under mild conditions with primary aromatic amines like p-chloroaniline, p-anisidine, and p-aminoacetophenone, whose pK b values are in the range of 9–13, to form new asymmetrical phosphorylated acetamidines in high yields. Structure of the compounds obtained was proved by 1H, 13C, and 31P NMR spectroscopy.