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2-Aminooxazoles as novel dienophiles in the inverse demand Diels–Alder reaction with 1,2,4-triazines

Alexey P Krinochkin 1, 2
Alexey P Krinochkin
, 
Guda Mallikarjuna Reddy 2
Guda Mallikarjuna Reddy
, 
Dmitrii Sergeevich Kopchuk 1, 2
Dmitrii Sergeevich Kopchuk
, 
Pavel Alexandrovich Slepukhin 1, 2
Pavel Alexandrovich Slepukhin
, 
Yaroslav Konstantinovich Shtaitz 2
Yaroslav Konstantinovich Shtaitz
, 
Igor Alekseevich Khalymbadzha 1, 2
Igor Alekseevich Khalymbadzha
, 
Igor Sergeevich Kovalev 2
Igor Sergeevich Kovalev
, 
Grigory Andreevich Kim 1, 2
Grigory Andreevich Kim
, 
Il’ya Nikolaevich Ganebnykh 1
Il’ya Nikolaevich Ganebnykh
, 
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.2021.07.035
Published 2021-07-07
Communication , Volume 31, Issue 4, 542-544
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Krinochkin A. P. et al. 2-Aminooxazoles as novel dienophiles in the inverse demand Diels–Alder reaction with 1,2,4-triazines // Mendeleev Communications. 2021. Vol. 31. No. 4. pp. 542-544.
GOST all authors (up to 50) Copy
Krinochkin A. P., Reddy G. M., Kopchuk D. S., Slepukhin P. A., Shtaitz Y. K., Khalymbadzha I. A., Kovalev I. S., Kim G. A., Ganebnykh I. N., Zyryanov G. V., Chupakhin O. N., Charushin V. N. 2-Aminooxazoles as novel dienophiles in the inverse demand Diels–Alder reaction with 1,2,4-triazines // Mendeleev Communications. 2021. Vol. 31. No. 4. pp. 542-544.
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TY - JOUR
DO - 10.1016/j.mencom.2021.07.035
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2021.07.035
TI - 2-Aminooxazoles as novel dienophiles in the inverse demand Diels–Alder reaction with 1,2,4-triazines
T2 - Mendeleev Communications
AU - Krinochkin, Alexey P
AU - Reddy, Guda Mallikarjuna
AU - Kopchuk, Dmitrii Sergeevich
AU - Slepukhin, Pavel Alexandrovich
AU - Shtaitz, Yaroslav Konstantinovich
AU - Khalymbadzha, Igor Alekseevich
AU - Kovalev, Igor Sergeevich
AU - Kim, Grigory Andreevich
AU - Ganebnykh, Il’ya Nikolaevich
AU - Zyryanov, Grigory Vasil'evich
AU - Chupakhin, Oleg Nikolaevich
AU - Charushin, Valery Nikolaevich
PY - 2021
DA - 2021/07/07
PB - Mendeleev Communications
SP - 542-544
IS - 4
VL - 31
ER -
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@article{2021_Krinochkin,
author = {Alexey P Krinochkin and Guda Mallikarjuna Reddy and Dmitrii Sergeevich Kopchuk and Pavel Alexandrovich Slepukhin and Yaroslav Konstantinovich Shtaitz and Igor Alekseevich Khalymbadzha and Igor Sergeevich Kovalev and Grigory Andreevich Kim and Il’ya Nikolaevich Ganebnykh and Grigory Vasil'evich Zyryanov and Oleg Nikolaevich Chupakhin and Valery Nikolaevich Charushin},
title = {2-Aminooxazoles as novel dienophiles in the inverse demand Diels–Alder reaction with 1,2,4-triazines},
journal = {Mendeleev Communications},
year = {2021},
volume = {31},
publisher = {Mendeleev Communications},
month = {Jul},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2021.07.035},
number = {4},
pages = {542--544},
doi = {10.1016/j.mencom.2021.07.035}
}
MLA
Cite this
MLA Copy
Krinochkin, Alexey P., et al. “2-Aminooxazoles as novel dienophiles in the inverse demand Diels–Alder reaction with 1,2,4-triazines.” Mendeleev Communications, vol. 31, no. 4, Jul. 2021, pp. 542-544. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2021.07.035.

Abstract

High temperature coupling of 6-aryl-5-cyano-3-(pyridin-2-yl)-1,2,4-triazines with 2-amino-4-aryloxazoles proceeds as the inverse demand Diels–Alder reaction between the oxazole moiety as dienophile and the 1,2,4-triazine moiety as diene to construct new 4,5-diaryl-6-cyano-3-hydroxypyridin-2-yl fragment. A reaction mechanism is proposed, and the structure of the key-product is proved by the X-ray diffraction analysis.

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