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First synthesis of new polycyclic systems from ortho-di(heteroaryl)-substituted furazanopyrazine derivatives by the Scholl reaction

Egor Vladimirovich Verbitskiy 1, 2
Egor Vladimirovich Verbitskiy
, 
Yuriy Anatol'evich Kvashnin 1, 2
Yuriy Anatol'evich Kvashnin
, 
Margarita Vadimovna Medvedeva 2
Margarita Vadimovna Medvedeva
, 
Tatiana Sergeevna Svalova 2
Tatiana Sergeevna Svalova
,  , 
Oleg Stanislavovich Eltsov 2
Oleg Stanislavovich Eltsov
, 
Gennady Leonidovich Rusinov 1, 2
Gennady Leonidovich Rusinov
, 
Valery Nikolaevich Charushin 1, 2
Valery Nikolaevich Charushin
10.1016/j.mencom.2022.11.005
Published 2022-10-21
Communication , Volume 32, Issue 6, 722-725
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Verbitskiy E. V. et al. First synthesis of new polycyclic systems from ortho-di(heteroaryl)-substituted furazanopyrazine derivatives by the Scholl reaction // Mendeleev Communications. 2022. Vol. 32. No. 6. pp. 722-725.
GOST all authors (up to 50) Copy
Verbitskiy E. V., Kvashnin Y. A., Medvedeva M. V., Svalova T. S., Kozitsina A. N., Eltsov O. S., Rusinov G. L., Charushin V. N. First synthesis of new polycyclic systems from ortho-di(heteroaryl)-substituted furazanopyrazine derivatives by the Scholl reaction // Mendeleev Communications. 2022. Vol. 32. No. 6. pp. 722-725.
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TY - JOUR
DO - 10.1016/j.mencom.2022.11.005
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2022.11.005
TI - First synthesis of new polycyclic systems from ortho-di(heteroaryl)-substituted furazanopyrazine derivatives by the Scholl reaction
T2 - Mendeleev Communications
AU - Verbitskiy, Egor Vladimirovich
AU - Kvashnin, Yuriy Anatol'evich
AU - Medvedeva, Margarita Vadimovna
AU - Svalova, Tatiana Sergeevna
AU - Kozitsina, Alisa Nikolaevna
AU - Eltsov, Oleg Stanislavovich
AU - Rusinov, Gennady Leonidovich
AU - Charushin, Valery Nikolaevich
PY - 2022
DA - 2022/10/21
PB - Mendeleev Communications
SP - 722-725
IS - 6
VL - 32
ER -
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@article{2022_Verbitskiy,
author = {Egor Vladimirovich Verbitskiy and Yuriy Anatol'evich Kvashnin and Margarita Vadimovna Medvedeva and Tatiana Sergeevna Svalova and Alisa Nikolaevna Kozitsina and Oleg Stanislavovich Eltsov and Gennady Leonidovich Rusinov and Valery Nikolaevich Charushin},
title = {First synthesis of new polycyclic systems from ortho-di(heteroaryl)-substituted furazanopyrazine derivatives by the Scholl reaction},
journal = {Mendeleev Communications},
year = {2022},
volume = {32},
publisher = {Mendeleev Communications},
month = {Oct},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2022.11.005},
number = {6},
pages = {722--725},
doi = {10.1016/j.mencom.2022.11.005}
}
MLA
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Verbitskiy, Egor Vladimirovich, et al. “First synthesis of new polycyclic systems from ortho-di(heteroaryl)-substituted furazanopyrazine derivatives by the Scholl reaction.” Mendeleev Communications, vol. 32, no. 6, Oct. 2022, pp. 722-725. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2022.11.005.

Keywords

C–H functionalization
furazanopyrazines
hydrocarbons
iron trichloride
organic semiconductors
polycyclic aromatic
SH-reaction
Scholl reaction

Abstract

A facile synthetic protocol to hard-to-get polycyclic (hetero)-aromatic compounds annulated to [1,2,4]oxadiazolo[3,4-b]-pyrazine scaffold via the FeCl3-mediated intramolecular Scholl cross-coupling has been developed. Based on the electrochemical and photophysical measurements, the synthesized polycyclic systems may be regarded as narrow band-gap (from 1.42 to 1.89 eV) n-type organic semiconductors whose energy levels are comparable to those of the commercially available n-type semiconductors

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