Home / Publications / Transition metal-free visible light induced intramolecular C-Hal/C-H bond activation leading to cyclization into pyrimido[5′,4′:3,4]pyrrolo[1,2-f ]phenanthridines

Transition metal-free visible light induced intramolecular C-Hal/C-H bond activation leading to cyclization into pyrimido[5′,4′:3,4]pyrrolo[1,2-f ]phenanthridines

Alexander Vladimirovich Astakhov 1
Alexander Vladimirovich Astakhov
, 
Yurii Nikolaevich Tkachenko 1
Yurii Nikolaevich Tkachenko
, 
Igor Vyacheslavovich Lavrentev 1
Igor Vyacheslavovich Lavrentev
, 
Dmitriy Viktorovich Pasyukov 1
Dmitriy Viktorovich Pasyukov
, 
Maxim Aleksandrovich Shevchenko 1
Maxim Aleksandrovich Shevchenko
, 
Viktor Mikhailovich Chernyshev 1
Viktor Mikhailovich Chernyshev
1 Platov South-Russian State Polytechnic University, Novocherkassk, Russian Federation
10.1016/j.mencom.2024.02.026
Published 2024-02-19
Communication , Volume 34, Issue 2, 238-241
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Astakhov A. V. et al. Transition metal-free visible light induced intramolecular C-Hal/C-H bond activation leading to cyclization into pyrimido[5′,4′:3,4]pyrrolo[1,2-f ]phenanthridines // Mendeleev Communications. 2024. Vol. 34. No. 2. pp. 238-241.
GOST all authors (up to 50) Copy
Astakhov A. V., Tkachenko Y. N., Lavrentev I. V., Pasyukov D. V., Shevchenko M. A., Chernyshev V. M. Transition metal-free visible light induced intramolecular C-Hal/C-H bond activation leading to cyclization into pyrimido[5′,4′:3,4]pyrrolo[1,2-f ]phenanthridines // Mendeleev Communications. 2024. Vol. 34. No. 2. pp. 238-241.
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TY - JOUR
DO - 10.1016/j.mencom.2024.02.026
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2024.02.026
TI - Transition metal-free visible light induced intramolecular C-Hal/C-H bond activation leading to cyclization into pyrimido[5′,4′:3,4]pyrrolo[1,2-f ]phenanthridines
T2 - Mendeleev Communications
AU - Astakhov, Alexander Vladimirovich
AU - Tkachenko, Yurii Nikolaevich
AU - Lavrentev, Igor Vyacheslavovich
AU - Pasyukov, Dmitriy Viktorovich
AU - Shevchenko, Maxim Aleksandrovich
AU - Chernyshev, Viktor Mikhailovich
PY - 2024
DA - 2024/02/19
PB - Mendeleev Communications
SP - 238-241
IS - 2
VL - 34
ER -
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@article{2024_Astakhov,
author = {Alexander Vladimirovich Astakhov and Yurii Nikolaevich Tkachenko and Igor Vyacheslavovich Lavrentev and Dmitriy Viktorovich Pasyukov and Maxim Aleksandrovich Shevchenko and Viktor Mikhailovich Chernyshev},
title = {Transition metal-free visible light induced intramolecular C-Hal/C-H bond activation leading to cyclization into pyrimido[5′,4′:3,4]pyrrolo[1,2-f ]phenanthridines},
journal = {Mendeleev Communications},
year = {2024},
volume = {34},
publisher = {Mendeleev Communications},
month = {Feb},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2024.02.026},
number = {2},
pages = {238--241},
doi = {10.1016/j.mencom.2024.02.026}
}
MLA
Cite this
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Astakhov, Alexander Vladimirovich, et al. “Transition metal-free visible light induced intramolecular C-Hal/C-H bond activation leading to cyclization into pyrimido[5′,4′:3,4]pyrrolo[1,2-f ]phenanthridines.” Mendeleev Communications, vol. 34, no. 2, Feb. 2024, pp. 238-241. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2024.02.026.

Keywords

2-f ]phenanthrdine.
4- dione
4-d ]pyrimidine-2
4':3
4]pyrrolo[1
autocatalytic synthesis
CH-arylation
Cyclization
phenanthridine
photocatalyst
pyrimido[5'
Pyrrole
pyrrolo[3

Abstract

An unprecedented transition metal-free visible light-induced autocatalytic intramolecular C-Hal (Hal = Cl, Br, I)/C-H bond activation leading to the formation of a new C-C bond between spatially converged benzene rings has been disclosed. In fact, irradiation of 5,6-diaryl-1H-pyrrolo- [3,4-d ]pyrimidine-2,4-diones with 395 nm LED light at room temperature promotes their cyclization to pyrimido[5′,4′:3,4]- pyrrolo[1,2-f]phenanthridine-12,14(11H,13H)-diones in high yields, with the halogen nature being insignificant.

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