SYNTHESIS OF SPIRO[IMIDAZOLE-4,3'-THIOCHROMAN]ONES FROM [2-(BENZYLSULFANYL)BENZYLIDENE]IMIDAZOLONES

Authors

  • Эльвира Р. Зайцева Shemyakin-Ovchinnikov Institute of Bioorganic Chemistry, Russian Academy of Sciences, 16/10 Miklukho-Maklaya St., Moscow 117997, GSP-7
  • Анатолий А. Соколов Shemyakin-Ovchinnikov Institute of Bioorganic Chemistry, Russian Academy of Sciences, 16/10 Miklukho-Maklaya St., Moscow 117997, GSP-7 Pirogov Russian National Research Medical University, 1 Ostrovityanova St., Moscow 117997
  • Андрей А. Михайлов Shemyakin-Ovchinnikov Institute of Bioorganic Chemistry, Russian Academy of Sciences, 16/10 Miklukho-Maklaya St., Moscow 117997, GSP-7
  • Надежда С. Балеева Shemyakin-Ovchinnikov Institute of Bioorganic Chemistry, Russian Academy of Sciences, 16/10 Miklukho-Maklaya St., Moscow 117997, GSP-7 Pirogov Russian National Research Medical University, 1 Ostrovityanova St., Moscow 117997
  • Михаил С. Баранов Shemyakin-Ovchinnikov Institute of Bioorganic Chemistry, Russian Academy of Sciences, 16/10 Miklukho-Maklaya St., Moscow 117997, GSP-7 Pirogov Russian National Research Medical University, 1 Ostrovityanova St., Moscow 117997
  • Александр Ю. Смирнов Shemyakin-Ovchinnikov Institute of Bioorganic Chemistry, Russian Academy of Sciences, 16/10 Miklukho-Maklaya St., Moscow 117997, GSP-7 Pirogov Russian National Research Medical University, 1 Ostrovityanova St., Moscow 117997

DOI:

https://doi.org/10.1007/6837

Keywords:

benzylideneimidazolones, thiochromanes, titanium tetrachloride, C–H activation, [1, 5]-hydride shift

Abstract

A methodology was developed for the synthesis of phenylspiro[imidazole-4,3'-thiochroman]ones by treatment of [2-(benzylsulfanyl)benzylidene]imidazolones with titanium tetrachloride. The reaction proceeded according to [1,5]-hydride shift mechanism followed by thiochromane ring closure.

Authors: Elvira R. Zaitseva, Anatolii I. Sokolov, Andrey A. Mikhaylov, Nadezhda S. Baleeva, Mikhail S. Baranov, Alexander Yu. Smirnov*

Author Biographies

Эльвира Р. Зайцева, Shemyakin-Ovchinnikov Institute of Bioorganic Chemistry, Russian Academy of Sciences, 16/10 Miklukho-Maklaya St., Moscow 117997, GSP-7

Группа химии гетероциклических соединений

Анатолий А. Соколов, Shemyakin-Ovchinnikov Institute of Bioorganic Chemistry, Russian Academy of Sciences, 16/10 Miklukho-Maklaya St., Moscow 117997, GSP-7 Pirogov Russian National Research Medical University, 1 Ostrovityanova St., Moscow 117997

Группа химии гетероциклических соединений

Андрей А. Михайлов, Shemyakin-Ovchinnikov Institute of Bioorganic Chemistry, Russian Academy of Sciences, 16/10 Miklukho-Maklaya St., Moscow 117997, GSP-7

Группа химии природных соединений

Надежда С. Балеева, Shemyakin-Ovchinnikov Institute of Bioorganic Chemistry, Russian Academy of Sciences, 16/10 Miklukho-Maklaya St., Moscow 117997, GSP-7 Pirogov Russian National Research Medical University, 1 Ostrovityanova St., Moscow 117997

Группа химии гетероциклических соединений

Михаил С. Баранов, Shemyakin-Ovchinnikov Institute of Bioorganic Chemistry, Russian Academy of Sciences, 16/10 Miklukho-Maklaya St., Moscow 117997, GSP-7 Pirogov Russian National Research Medical University, 1 Ostrovityanova St., Moscow 117997

Группа химии гетероциклических соединений

Александр Ю. Смирнов, Shemyakin-Ovchinnikov Institute of Bioorganic Chemistry, Russian Academy of Sciences, 16/10 Miklukho-Maklaya St., Moscow 117997, GSP-7 Pirogov Russian National Research Medical University, 1 Ostrovityanova St., Moscow 117997

Группа химии гетероциклических соединений

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Published

2022-09-21

Issue

Vol. 58 No. 8/9 (2022)

Section

Short Communications