β-(CYCLOALKYLAMINO)ETHANESULFONYL AZIDES AS NOVEL WATER-SOLUBLE REAGENTS FOR THE SYNTHESIS OF DIAZO COMPOUNDS AND HETEROCYCLES

Authors

  • Юрий М. Шафран Ural Federal University named after the first President of Russia B. N. Yeltsin 19 Mira St., Yekaterinburg 620002, Russia
  • Павел С. Силайчев Ural Federal University named after the first President of Russia B. N. Yeltsin 19 Mira St., Yekaterinburg 620002, Russia Perm State National Research University, 15 Bukireva St., Perm 614990, Russia
  • Василий А. Бакулев Ural Federal University named after the first President of Russia B. N. Yeltsin 19 Mira St., Yekaterinburg 620002, Russia Postovsky Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences, 22 S. Kovalevskoi / 20 Akademicheskaya St., Yekaterinburg 620990, Russia

DOI:

https://doi.org/10.1007/5380

Keywords:

sulfonamides, sulfonyl azides, 1, 2, 3-thiadiazoles, 3-triazoles, diazo transfer reaction, Regitz reaction.

Abstract

Novel water-soluble sulfonyl azides were synthesized, which are basic by nature. The obtained compounds were used as donors of the diazo group in the diazo transfer reaction. Due to their good solubility in water and high polarity, the byproducts formed in this case were easily separated from the desired products by washing with water or column chromatography. It was also shown that new sulfonyl azides as a result of reactions can be incorporated in heterocyclic products, imparting them water solubility.

Author Biographies

Юрий М. Шафран, Ural Federal University named after the first President of Russia B. N. Yeltsin 19 Mira St., Yekaterinburg 620002, Russia

Доцент-исследователь кафедры Технологии органического синтеза Химико-технологического инеститута.

Василий А. Бакулев, Ural Federal University named after the first President of Russia B. N. Yeltsin 19 Mira St., Yekaterinburg 620002, Russia Postovsky Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences, 22 S. Kovalevskoi / 20 Akademicheskaya St., Yekaterinburg 620990, Russia

Профессор, заведующий кафедрой Технологии органического синтеза.

Published

2019-12-18

Issue

Section

Original Papers