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New reactions of 2,3-diaminonaphthaline with carbonyl electrophiles

Lev Yur'evich Ukhin 1
Lev Yur'evich Ukhin
, 
Ludmila G Kuz'mina 2
Ludmila G Kuz'mina
, 
Tatyana N Gribanova 1
Tatyana N Gribanova
, 
Gennadii Sergeevich Borodkin 1
Gennadii Sergeevich Borodkin
, 
Lyudmila Viktorovna Belousova 1
Lyudmila Viktorovna Belousova
, 
Evgenii Nikolaevich Shepelenko 3
Evgenii Nikolaevich Shepelenko
, 
Vitaly Alekseevich Podshibyakin 1
Vitaly Alekseevich Podshibyakin
, 
Pavel Borisovich Chepurnoi 1
Pavel Borisovich Chepurnoi
1 Institute of Physical and Organic Chemistry, Southern Federal University, Rostov-on-Don, Russian Federation
3 Southern Scientific Center of the Russian Academy of Sciences, Rostov-on-Don, Russian Federation
10.1016/j.mencom.2023.01.036
Published 2022-12-26
Communication , Volume 33, Issue 1, 115-117
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Ukhin L. Y. et al. New reactions of 2,3-diaminonaphthaline with carbonyl electrophiles // Mendeleev Communications. 2022. Vol. 33. No. 1. pp. 115-117.
GOST all authors (up to 50) Copy
Ukhin L. Y., Kuz'mina L. G., Gribanova T. N., Borodkin G. S., Belousova L. V., Shepelenko E. N., Podshibyakin V. A., Chepurnoi P. B. New reactions of 2,3-diaminonaphthaline with carbonyl electrophiles // Mendeleev Communications. 2022. Vol. 33. No. 1. pp. 115-117.
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TY - JOUR
DO - 10.1016/j.mencom.2023.01.036
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2023.01.036
TI - New reactions of 2,3-diaminonaphthaline with carbonyl electrophiles
T2 - Mendeleev Communications
AU - Ukhin, Lev Yur'evich
AU - Kuz'mina, Ludmila G
AU - Gribanova, Tatyana N
AU - Borodkin, Gennadii Sergeevich
AU - Belousova, Lyudmila Viktorovna
AU - Shepelenko, Evgenii Nikolaevich
AU - Podshibyakin, Vitaly Alekseevich
AU - Chepurnoi, Pavel Borisovich
PY - 2022
DA - 2022/12/26
PB - Mendeleev Communications
SP - 115-117
IS - 1
VL - 33
ER -
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@article{2022_Ukhin,
author = {Lev Yur'evich Ukhin and Ludmila G Kuz'mina and Tatyana N Gribanova and Gennadii Sergeevich Borodkin and Lyudmila Viktorovna Belousova and Evgenii Nikolaevich Shepelenko and Vitaly Alekseevich Podshibyakin and Pavel Borisovich Chepurnoi},
title = {New reactions of 2,3-diaminonaphthaline with carbonyl electrophiles},
journal = {Mendeleev Communications},
year = {2022},
volume = {33},
publisher = {Mendeleev Communications},
month = {Dec},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2023.01.036},
number = {1},
pages = {115--117},
doi = {10.1016/j.mencom.2023.01.036}
}
MLA
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MLA Copy
Ukhin, Lev Yur'evich, et al. “New reactions of 2,3-diaminonaphthaline with carbonyl electrophiles.” Mendeleev Communications, vol. 33, no. 1, Dec. 2022, pp. 115-117. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2023.01.036.
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Keywords

2
3-diaminonaphthalene
6-di-tert-butyl-p-benzoquinone
alloxan
dimedone
enamines
spiro compounds
sterically hindered phenols.

Abstract

The reaction of 2,3-diaminonaphthalene with dimedone gave 3-[(3-amino-2-naphthyl)amino]-5,5-dimethylcyclohex-2-en-1-one that reacts with alloxan to afford a product of addition at the enamine moiety. The latter is converted to a spiro derivative on heating in CF3COOH, or undergoes condensation with 2,6-di-tert-butyl-p-benzoquinone to give a benzophenazinone derivative with a sterically hindered phenol substituent.

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