SYNTHESIS OF JULOLIDINE DERIVATIVES <i>via</i> SNCl<sub>4</sub>-PROMOTED SPIROCYCLIZATION OF (1-ALKYLTETRAHYDROQUINOLIN-8-YL)METHYLIDENE-1<i>H</i>-IMIDAZOL-5(4<i>H</i>)-ONES

Authors

  • Василисса В. Широкова Shemyakin-Ovchinnikov Institute of Bioorganic Chemistry, Russian Academy of Sciences, 16/10 Miklukho-Maklaya St., Moscow 117997, Russia D. Mendeleev University of Chemical Technology of Russia, 9 Miusskaya Sq., Moscow 125047, Russia
  • Александр Ю. Смирнов Shemyakin-Ovchinnikov Institute of Bioorganic Chemistry, Russian Academy of Sciences, 16/10 Miklukho-Maklaya St., Moscow 117997, Russia
  • Эльвира Р. Зайцева Shemyakin-Ovchinnikov Institute of Bioorganic Chemistry, Russian Academy of Sciences, 16/10 Miklukho-Maklaya St., Moscow 117997, Russia
  • Надежда С. Балеева Shemyakin-Ovchinnikov Institute of Bioorganic Chemistry, Russian Academy of Sciences, 16/10 Miklukho-Maklaya St., Moscow 117997, Russia Pirogov Russian National Research Medical University, 1 Ostrovityanova St., Moscow 117997, Russia
  • Андрей А. Михайлов Shemyakin-Ovchinnikov Institute of Bioorganic Chemistry, Russian Academy of Sciences, 16/10 Miklukho-Maklaya St., Moscow 117997, Russia
  • Михаил С. Баранов Shemyakin-Ovchinnikov Institute of Bioorganic Chemistry, Russian Academy of Sciences, 16/10 Miklukho-Maklaya St., Moscow 117997, Russia Pirogov Russian National Research Medical University, 1 Ostrovityanova St., Moscow 117997, Russia

DOI:

https://doi.org/10.1007/6624

Keywords:

imidazole, julolidine, tetrahydroquinoline, 1, 5-hydride shift, spirocyclic compounds.

Abstract

(1-Alkyltetrahydroquinolin-8-yl)methylidene-1H-imidazol-5(4H)-ones undergo spirocyclization by the action of SnCl4 via 1,5-hydride shift to form spirocyclic julolidine derivatives in 68–97% yields.

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Published

2022-05-18

Issue

Vol. 58 No. 4/5 (2022)

Section

Short Communications