Chemodivergent Phototransformations of Green Fluorescent Protein Related Chromophores: Wavelength‐Dependent Photodimerization and Spirocyclization
Abstract Benzylidene imidazolones with an ortho‐sec‐ amino group undergo chemodivergent photochemical transformations, based on the wavelength of irradiation. Irradiation at 525 nm causes dimerization and the formation of cyclobutanes with two spiroatoms, related to dictazoles in 87–98% yield. In turn, irradiation at 365 nm provides access to spirocyclic indolines in 67–92% yield. Each of the processes proceeds with exclusive atom economy and chemoselectivity.
Authors
- Михаил С. Баранов (ORCID: https://orcid.org/0000-0002-9339-7603)
- Dmitrii S. Ivanov
- Anastasia A. Danshina (ORCID: https://orcid.org/0000-0003-0368-2177)
- Alexander Yu. Smirnov (ORCID: https://orcid.org/0000-0002-1545-6604)
- Andrey А. Mikhaylov (ORCID: https://orcid.org/0000-0001-9433-9141)
- Artur V. Eshtukov‐Shcheglov
- S. A. Krasnova (ORCID: https://orcid.org/0009-0002-7401-1928)
- Victoria E. Opryshko
Institutions
- Pirogov Russian National Research Medical University (RU)
- A N Bach Institute of Biochemistry (RU)
- N.D. Zelinsky Institute of Organic Chemistry (RU)
- Institute of Bioorganic Chemistry (RU)
Publication Details
- Journal
- Advanced Synthesis & Catalysis
- Published
- 2024-11-11
- DOI
- https://doi.org/10.1002/adsc.202401001
- Primary Topic
- Photodynamic Therapy Research Studies
- Type
- article
- Field-Weighted Citation Impact
- 0.00
Funders
- Russian Science Foundation