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New cascade transformations of 3-(2-aminophenyl- amino)-5,5-dimethyl-2-cyclohexen-1-one

Lev Yur'evich Ukhin 1
Lev Yur'evich Ukhin
, 
Kirill Yu Suponitsky 2
Kirill Yu Suponitsky
, 
Evgenii Nikolaevich Shepelenko 3
Evgenii Nikolaevich Shepelenko
, 
Lyudmila Viktorovna Belousova 1
Lyudmila Viktorovna Belousova
, 
Oxana Stanislavovna Popova 1
Oxana Stanislavovna Popova
, 
Gennadii Sergeevich Borodkin 1
Gennadii Sergeevich Borodkin
10.1016/j.mencom.2015.03.020
Published 2015-03-06
Communication , Volume 25, Issue 2, 135-137
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Ukhin L. Y. et al. New cascade transformations of 3-(2-aminophenyl- amino)-5,5-dimethyl-2-cyclohexen-1-one // Mendeleev Communications. 2015. Vol. 25. No. 2. pp. 135-137.
GOST all authors (up to 50) Copy
Ukhin L. Y., Suponitsky K. Yu., Shepelenko E. N., Belousova L. V., Popova O. S., Borodkin G. S. New cascade transformations of 3-(2-aminophenyl- amino)-5,5-dimethyl-2-cyclohexen-1-one // Mendeleev Communications. 2015. Vol. 25. No. 2. pp. 135-137.
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TY - JOUR
DO - 10.1016/j.mencom.2015.03.020
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2015.03.020
TI - New cascade transformations of 3-(2-aminophenyl- amino)-5,5-dimethyl-2-cyclohexen-1-one
T2 - Mendeleev Communications
AU - Ukhin, Lev Yur'evich
AU - Suponitsky, Kirill Yu
AU - Shepelenko, Evgenii Nikolaevich
AU - Belousova, Lyudmila Viktorovna
AU - Popova, Oxana Stanislavovna
AU - Borodkin, Gennadii Sergeevich
PY - 2015
DA - 2015/03/06
PB - Mendeleev Communications
SP - 135-137
IS - 2
VL - 25
ER -
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@article{2015_Ukhin,
author = {Lev Yur'evich Ukhin and Kirill Yu Suponitsky and Evgenii Nikolaevich Shepelenko and Lyudmila Viktorovna Belousova and Oxana Stanislavovna Popova and Gennadii Sergeevich Borodkin},
title = {New cascade transformations of 3-(2-aminophenyl- amino)-5,5-dimethyl-2-cyclohexen-1-one},
journal = {Mendeleev Communications},
year = {2015},
volume = {25},
publisher = {Mendeleev Communications},
month = {Mar},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2015.03.020},
number = {2},
pages = {135--137},
doi = {10.1016/j.mencom.2015.03.020}
}
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Ukhin, Lev Yur'evich, et al. “New cascade transformations of 3-(2-aminophenyl- amino)-5,5-dimethyl-2-cyclohexen-1-one.” Mendeleev Communications, vol. 25, no. 2, Mar. 2015, pp. 135-137. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2015.03.020.

Abstract

The reaction of 3-(2-aminophenylamino)-5,5-dimethyl-2-cyclohexen-1-one with alloxan results in 3,3-dimethyl-1,2,3,4,10,11-hexa- hydrospiro(1H-dibenzo[b,e][1,4]diazepine)-11,5’-pyrimidine-1,2’,4’,6’-tetraone or N-aminocarbonyl-1-(2-aminophenyl)-3-hydroxy- 6,6-dimethyl-2,4-dioxo-2,3,4,5,6,7-hexahydro-1H-indole-3-carboxamide. The latter undergoes isomerization on dissolution in DMSO or DMF to give 5-[2-(2-aminophenylamino)-4,4-dimethyl-6-oxocyclohexenyl]-5-hydroxypyrimidine-2,4,6(1H,3H,6H)-trione, thus demonstrating a new example of ring–ring tautomerism.

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