Tracking the reactivity of arylideneimidazol-4-ones in the Diels-Alder cycloaddition
Previously unknown [4+2]-cycloaddition of 5-arylideneimidazol-4-ones with dienes leading to 1,3-diazaspiro[4.5]deca-1,7-dien-4-ones is proceeding under either Lewis acid catalysis or upon thermal initiation. Arylideneimidazol-4-ones with electron-donating groups display low reactivity, which could be overcome by introduction of trifluoromethyl group in the 2-position of imidazol-4-one.
Authors
- Михаил С. Баранов (ORCID: https://orcid.org/0000-0002-9339-7603)
- Viktoria А. Ikonnikova (ORCID: https://orcid.org/0000-0002-6168-1052)
- Pavel N. Solyev (ORCID: https://orcid.org/0000-0002-5546-4975)
- Alexander Yu. Smirnov (ORCID: https://orcid.org/0000-0002-1545-6604)
- Mohamad Nurul Azmi (ORCID: https://orcid.org/0000-0002-2447-0897)
- Andrey А. Mikhaylov (ORCID: https://orcid.org/0000-0001-9433-9141)
- Alexander Aleksandrovich Korlyukov (ORCID: https://orcid.org/0000-0002-5600-9886)
- Amir M. Al Mufti
Institutions
- Engelhardt Institute of Molecular Biology (RU)
- D. Mendeleyev University of Chemical Technology of Russia (RU)
- Universiti Sains Malaysia (MY)
- A. N. Nesmeyanov Institute of Organoelement Compounds (RU)
- Pirogov Russian National Research Medical University (RU)
- Institute of Bioorganic Chemistry (RU)
Publication Details
- Journal
- Mendeleev Communications
- Published
- 2025-01-01
- DOI
- https://doi.org/10.71267/mencom.7781
- Primary Topic
- Synthesis and Reactions of Organic Compounds
- Type
- article
- Field-Weighted Citation Impact
- 0.00
Funders
- Ministry of Education and Science of the Russian Federation
- Russian Science Foundation