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On the Reaction of 2-Benzylamino-1,4-naphthoquinones with Nitrosylsulfuric Acid. / Gornostaev, L. M.; Nuretdinova, E. V.; Lavrikova, T. I. и др.
в: Russian Journal of Organic Chemistry, Том 55, № 5, 01.05.2019, стр. 608-614.Результаты исследований: Научные публикации в периодических изданиях › статья › Рецензирование
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TY - JOUR
T1 - On the Reaction of 2-Benzylamino-1,4-naphthoquinones with Nitrosylsulfuric Acid
AU - Gornostaev, L. M.
AU - Nuretdinova, E. V.
AU - Lavrikova, T. I.
AU - Khalyavina, Yu G.
AU - Fominykh, O. I.
AU - Gatilov, Yu V.
PY - 2019/5/1
Y1 - 2019/5/1
N2 - The reaction of 2-benzylamino-1,4-naphthoquinone with nitrosylsulfuric acid in acetic acid results in preferential formation of 2,1- and 2,3-heterocyclization products: (E)-4-(hydroxyimino)-2-phenylnaphtho [2,1-d]oxazol-5(4H)-one and 2-phenyl-1-hydroxy-1H-naphtho[2,3-d]imidazole-4,9-dione. In addition, 2-phenylnaphtho[2,1-d]oxazol-4,5-dione and N-(3-nitro-1,4-dioxo-1,4-dihydronaphthalen-2-yl)benzamide are also formed. The reaction of 2-benzylamino-3-chloro-1,4-naphthoquinone with nitrosylsulfuric acid in acetic acid gives 3-diazonapthalene-1,2,4(3H)-trione and benzaldehyde.
AB - The reaction of 2-benzylamino-1,4-naphthoquinone with nitrosylsulfuric acid in acetic acid results in preferential formation of 2,1- and 2,3-heterocyclization products: (E)-4-(hydroxyimino)-2-phenylnaphtho [2,1-d]oxazol-5(4H)-one and 2-phenyl-1-hydroxy-1H-naphtho[2,3-d]imidazole-4,9-dione. In addition, 2-phenylnaphtho[2,1-d]oxazol-4,5-dione and N-(3-nitro-1,4-dioxo-1,4-dihydronaphthalen-2-yl)benzamide are also formed. The reaction of 2-benzylamino-3-chloro-1,4-naphthoquinone with nitrosylsulfuric acid in acetic acid gives 3-diazonapthalene-1,2,4(3H)-trione and benzaldehyde.
KW - 2,3-diazido-1,4-naphthoquinone
KW - 2-benzylamino-1,4-naphthoquinone
KW - hydroxyimidazole
KW - naphtho-1,2-oxazole
KW - nitrosylsulfuric acid
KW - oximes
UR - http://www.scopus.com/inward/record.url?scp=85068819080&partnerID=8YFLogxK
U2 - 10.1134/S1070428019050051
DO - 10.1134/S1070428019050051
M3 - Article
AN - SCOPUS:85068819080
VL - 55
SP - 608
EP - 614
JO - Russian Journal of Organic Chemistry
JF - Russian Journal of Organic Chemistry
SN - 1070-4280
IS - 5
ER -
ID: 20849984