Synlett 2016; 27(02): 241-244
DOI: 10.1055/s-0035-1560505
letter
© Georg Thieme Verlag Stuttgart · New York

Synthesis of Tetrazole-Containing C-Phosphonoacetamidines

Authors

  • Nataly I. Svintsitskaya*

    a   Saint-Petersburg State University, Universitetskii pr. 26, Saint Petersburg 198504, Russian Federation   eMail: nsvincickaya@mail.ru
  • Albina V. Dogadina

    b   Saint-Petersburg State Institute of Technology (Technical University), Moskovskii pr. 26, Saint Petersburg 190013, Russian Federation
  • Rostislav E. Trifonov

    a   Saint-Petersburg State University, Universitetskii pr. 26, Saint Petersburg 198504, Russian Federation   eMail: nsvincickaya@mail.ru
Weitere Informationen

Publikationsverlauf

Received: 21. August 2015

Accepted: 15. September 2015

Publikationsdatum:
20. Oktober 2015 (online)


Graphical Abstract

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Abstract

Addition of 5-substituted tetrazoles to dialkyl 2-(N-tert-butyl- or N-adamantyl)iminovinylphosphonates proceeds regioselectively to yield novel tetrazole-containing phosphonoacetamidines – 2-[(N-tert-butyl- or N-adamantyl)imino-2-(tetrazolyl)ethyl]phosphonic acid dialkyl esters – with good yields. The reactions occur via nucleophilic attack of the tetrazole N-1 atom at the C=C bond.

Supporting Information