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Reactions of N,3-diarylpropiolamides with arenes under superelectrophilic activation : Synthesis of 4,4-diaryl-3,4-dihydroquinolin-2(1H)-ones and their derivatives. / Gurskaya, Larisa Yu; Belyanskaya, Diana S.; Ryabukhin, Dmitry S.; Nilov, Denis I.; Boyarskaya, Irina A.; Vasilyev, Aleksander V.
в: Beilstein Journal of Organic Chemistry, Том 12, 11.05.2016, стр. 950-956.Результаты исследований: Научные публикации в периодических изданиях › статья › Рецензирование
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TY - JOUR
T1 - Reactions of N,3-diarylpropiolamides with arenes under superelectrophilic activation
T2 - Synthesis of 4,4-diaryl-3,4-dihydroquinolin-2(1H)-ones and their derivatives
AU - Gurskaya, Larisa Yu
AU - Belyanskaya, Diana S.
AU - Ryabukhin, Dmitry S.
AU - Nilov, Denis I.
AU - Boyarskaya, Irina A.
AU - Vasilyev, Aleksander V.
N1 - Publisher Copyright: © 2016 Gurskaya et al; licensee Beilstein-Institut. Copyright: Copyright 2016 Elsevier B.V., All rights reserved.
PY - 2016/5/11
Y1 - 2016/5/11
N2 - The reaction of 3-aryl-N-(aryl)propiolamides with arenes in TfOH at room temperature for 0.5 h led to 4,4-diaryl-3,4-dihydroquinolin-2-(1H)-ones in yields of 44-98%. The obtained dihydroquinolinones were further transformed into the corresponding N-acyl or N-formyl derivatives. For the latter, the superelectrophilic activation of the N-formyl group by TfOH in the reaction with benzene resulted in the formation of N-(diphenylmethyl)-substituted dihydroquinolinones.
AB - The reaction of 3-aryl-N-(aryl)propiolamides with arenes in TfOH at room temperature for 0.5 h led to 4,4-diaryl-3,4-dihydroquinolin-2-(1H)-ones in yields of 44-98%. The obtained dihydroquinolinones were further transformed into the corresponding N-acyl or N-formyl derivatives. For the latter, the superelectrophilic activation of the N-formyl group by TfOH in the reaction with benzene resulted in the formation of N-(diphenylmethyl)-substituted dihydroquinolinones.
KW - Alkynes
KW - Friedel-Crafts reactions
KW - Quinolinones
KW - Superacids
KW - Superelectrophilic activation
UR - http://www.scopus.com/inward/record.url?scp=84976413214&partnerID=8YFLogxK
U2 - 10.3762/bjoc.12.93
DO - 10.3762/bjoc.12.93
M3 - Article
VL - 12
SP - 950
EP - 956
JO - Beilstein Journal of Organic Chemistry
JF - Beilstein Journal of Organic Chemistry
SN - 1860-5397
ER -
ID: 7576360