ONE-POT SYNTHESIS OF <i>N</i>-(PHOSPHORYLMETHYL)PYRROLIDINES <i>VIA</i> ACID-CATALYZED CASCADE ELIMINATION/CYCLIZATION/FRIEDEL–CRAFTS REACTION

Авторы

  • Liliya I. Vagapova Arbuzov Institute of Organic and Physical Chemistry, Federal Research Center ''Kazan Scientific Center of the Russian Academy of Sciences'', 8 Akademika Arbuzova St., 8, Kazan 420088, Russia
  • Alexander R. Burilov Arbuzov Institute of Organic and Physical Chemistry, Federal Research Center ''Kazan Scientific Center of the Russian Academy of Sciences'', 8 Akademika Arbuzova St., 8, Kazan 420088, Russia
  • Almir S. Gazizov Arbuzov Institute of Organic and Physical Chemistry, Federal Research Center ''Kazan Scientific Center of the Russian Academy of Sciences'', 8 Akademika Arbuzova St., 8, Kazan 420088, Russia
  • Julia K. Voronina N. S. Kurnakov Institute of General and Inorganic Chemistry, Russian Academy of Sciences 31 Leninsky Ave., Moscow 119991, Russia A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, 28 Vavilova St., Moscow 119991, Russia
  • Igor A. Litvinov Arbuzov Institute of Organic and Physical Chemistry, Federal Research Center ''Kazan Scientific Center of the Russian Academy of Sciences'', 8 Akademika Arbuzova St., 8, Kazan 420088, Russia
  • Essan M. Mahrous Kazan National Research Technological University, 68 Karl Marks St., Kazan 420015, Russia
  • David Virieux ICGM, Univ Montpellier, ENSCM, CNRS, Montpellier Institut Charles Gerhardt, 8 rue de l'Ecole Normale, 34296 Montpellier Cedex 5, France
  • Jean-Luс Pirat ICGM, Univ Montpellier, ENSCM, CNRS, Montpellier Institut Charles Gerhardt, 8 rue de l'Ecole Normale, 34296 Montpellier Cedex 5, France
  • Kiryll Matylitskii
  • Mikhail Pudovik

DOI:

https://doi.org/10.1007/5523

Ключевые слова:

aminophosphonate, pyrrolidine, cyclization, heterocycle.

Аннотация

The efficient approach to novel water-soluble 2-aryl-substituted N-(phosphorylmethyl)pyrrolidines via acid-catalyzed elimination/cyclization/
Friedel–Crafts reaction sequence of {[(4,4-diethoxybutyl)amino]methyl}phosphonates is proposed. Zwitterionic structure of N-(phosphorylmethyl)pyrrolidines has been proved by X-ray crystallography.

Биография автора

Liliya I. Vagapova, Arbuzov Institute of Organic and Physical Chemistry, Federal Research Center ''Kazan Scientific Center of the Russian Academy of Sciences'', 8 Akademika Arbuzova St., 8, Kazan 420088, Russia

Научный сотрудник, к.х.н. ,  лаборатоии элементоорганического синтеза им. А.Н. Пудовика (Институт органической и физической химии им. А.Е. Арбузова ФИЦ Казанский научный центр РАН)

Загрузки

Опубликован

2020-05-28

Выпуск

Том 56 № 5 (2020)

Раздел

Оригинальные статьи