Aminophosphonocarboxylates of the Furan Series
- Authors: Pevzner L.M.1, Zavgorodnii V.S.1
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Affiliations:
- St. Petersburg State Institute of Technology (Technical University)
- Issue: Vol 88, No 3 (2018)
- Pages: 439-451
- Section: Article
- URL: https://journals.rcsi.science/1070-3632/article/view/222051
- DOI: https://doi.org/10.1134/S1070363218030106
- ID: 222051
Cite item
Abstract
Halomethyl derivatives of (diethoxyphosphorylmethyl)furan-2(3)-carboxylates containing blocking methyl group in the position 5 of the furan ring were synthesized. In the course of constructing of carbon skeleton of these compounds it was found that alkyl 3-methoxymethyl-, 3-chloromethyl-, and 3-(diethoxyphosphorylmethyl)-5-methyl-2-furoates are halomethylated at elevated temperature in the position 4 of the furan ring. No ring destructure or transformation of the side chain of substituents was observed. The obtained halomethylfurans and their tert-butyl analogs by treating with sodium azide in acetonitrile were converted to corresponding azides. The reduction of latter with triphenylphosphine in ethanol led to formerly unavailable aminophosphonocarboxylates of the furan series.
About the authors
L. M. Pevzner
St. Petersburg State Institute of Technology (Technical University)
Author for correspondence.
Email: pevzner_lm@list.ru
Russian Federation, Moskovskii pr. 26, St. Petersburg, 190031
V. S. Zavgorodnii
St. Petersburg State Institute of Technology (Technical University)
Email: pevzner_lm@list.ru
Russian Federation, Moskovskii pr. 26, St. Petersburg, 190031