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Rapid metal free construction of 3-positioned 2-pyridyl substituent in indoles

Maria Igorevna Savchuk 1
Maria Igorevna Savchuk
, 
Igor Sergeevich Kovalev 1
Igor Sergeevich Kovalev
, 
Vladimir Leonidovich Rusinov 1, 2
Vladimir Leonidovich Rusinov
, 
Dmitrii Sergeevich Kopchuk 1, 2
Dmitrii Sergeevich Kopchuk
, 
Alexey P Krinochkin 1, 2
Alexey P Krinochkin
, 
Grigory Vasil'evich Zyryanov 1, 2
Grigory Vasil'evich Zyryanov
, 
Oleg Nikolaevich Chupakhin 1, 2
Oleg Nikolaevich Chupakhin
, 
Valery Nikolaevich Charushin 1, 2
Valery Nikolaevich Charushin
10.1016/j.mencom.2020.11.007
Published 2020-11-03
Communication , Volume 30, Issue 6, 712-713
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Savchuk M. I. et al. Rapid metal free construction of 3-positioned 2-pyridyl substituent in indoles // Mendeleev Communications. 2020. Vol. 30. No. 6. pp. 712-713.
GOST all authors (up to 50) Copy
Savchuk M. I., Kovalev I. S., Rusinov V. L., Kopchuk D. S., Krinochkin A. P., Zyryanov G. V., Chupakhin O. N., Charushin V. N. Rapid metal free construction of 3-positioned 2-pyridyl substituent in indoles // Mendeleev Communications. 2020. Vol. 30. No. 6. pp. 712-713.
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TY - JOUR
DO - 10.1016/j.mencom.2020.11.007
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2020.11.007
TI - Rapid metal free construction of 3-positioned 2-pyridyl substituent in indoles
T2 - Mendeleev Communications
AU - Savchuk, Maria Igorevna
AU - Kovalev, Igor Sergeevich
AU - Rusinov, Vladimir Leonidovich
AU - Kopchuk, Dmitrii Sergeevich
AU - Krinochkin, Alexey P
AU - Zyryanov, Grigory Vasil'evich
AU - Chupakhin, Oleg Nikolaevich
AU - Charushin, Valery Nikolaevich
PY - 2020
DA - 2020/11/03
PB - Mendeleev Communications
SP - 712-713
IS - 6
VL - 30
ER -
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@article{2020_Savchuk,
author = {Maria Igorevna Savchuk and Igor Sergeevich Kovalev and Vladimir Leonidovich Rusinov and Dmitrii Sergeevich Kopchuk and Alexey P Krinochkin and Grigory Vasil'evich Zyryanov and Oleg Nikolaevich Chupakhin and Valery Nikolaevich Charushin},
title = {Rapid metal free construction of 3-positioned 2-pyridyl substituent in indoles},
journal = {Mendeleev Communications},
year = {2020},
volume = {30},
publisher = {Mendeleev Communications},
month = {Nov},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2020.11.007},
number = {6},
pages = {712--713},
doi = {10.1016/j.mencom.2020.11.007}
}
MLA
Cite this
MLA Copy
Savchuk, Maria Igorevna, et al. “Rapid metal free construction of 3-positioned 2-pyridyl substituent in indoles.” Mendeleev Communications, vol. 30, no. 6, Nov. 2020, pp. 712-713. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2020.11.007.

Keywords

1,2,4-triazines
2-(indol-3-yl)pyridines
aza-Diels–Alder reaction
nucleophilic substitution of hydrogen
pyridines

Abstract

New access to substituted 2-(indol-3-yl)pyridines involves two stage protocol, namely, a reaction of deoxygenative nucleophilic substitution of hydrogen in 1,2,4-triazine-4-oxides under the action of indoles followed by aza-Diels–Alder reaction of thus obtained 5-indolyl-1,2,4-triazines with 2,5-norbornadiene in a pressure vessel. The reactions sequence provides good yields and is suitable for wide scope of substituted 1,2,4-triazines.

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