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Mendeleev Communications, 2016, Volume 26, Issue 1, Pages 16–18
DOI: https://doi.org/10.1016/j.mencom.2016.01.007
(Mi mendc2094)
 

This article is cited in 9 scientific papers (total in 9 papers)

Communications

Insertion of 1,3-diphenylprop-2-yn-1-one into imidazo[4,5-b]pyridines in the presence of water: one-pot synthesis of pyrido[2,3-b][1,4]diazocin-9-ones

B. A. Trofimova, L. P. Nikitinaa, K. V. Belyaevaa, L. V. Andriyankovaa, A. G. Mal'kinaa, I. Yu. Bagryanskayabc, A. V. Afonina, I. A. Ushakova

a A.E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences, Irkutsk, Russian Federation
b N.N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences, Novosibirsk, Russian Federation
c Department of Natural Sciences, Novosibirsk State University, Novosibirsk, Russian Federation
Full-text PDF (287 kB) Citations (9)
Abstract: 1,3-Diphenylprop-2-yn-1-one is inserted into 3-substituted imidazo[4,5-b]pyridines upon refluxing in MeCN in the presence of equimolar amount of water to afford pyrido[2,3-b][1,4]diazocin-9-ones in up to 61% yield.
Document Type: Article
Language: English
Supplementary materials:
Supplementary_data_1.pdf (543.7 Kb)


Citation: B. A. Trofimov, L. P. Nikitina, K. V. Belyaeva, L. V. Andriyankova, A. G. Mal'kina, I. Yu. Bagryanskaya, A. V. Afonin, I. A. Ushakov, “Insertion of 1,3-diphenylprop-2-yn-1-one into imidazo[4,5-b]pyridines in the presence of water: one-pot synthesis of pyrido[2,3-b][1,4]diazocin-9-ones”, Mendeleev Commun., 26:1 (2016), 16–18
Linking options:
  • https://www.mathnet.ru/eng/mendc2094
  • https://www.mathnet.ru/eng/mendc/v26/i1/p16
  • This publication is cited in the following 9 articles:
    1. V. N. Charushin, E. V. Verbitskiy, O. N. Chupakhin, D. V. Vorobyeva, P. S. Gribanov, S. N. Osipov, A. V. Ivanov, S. V. Martynovskaya, E. F. Sagitova, V. D. Dyachenko, I. V. Dyachenko, S. G. Krivokolylsko, V. V. Dotsenko, A. V. Aksenov, D. A. Aksenov, N. A. Aksenov, A. A. Larin, L. L. Fershtat, V. M. Muzalevskiy, V. G. Nenajdenko, A. V. Gulevskaya, A. F. Pozharskii, E. A. Filatova, K. V. Belyaeva, B. A. Trofimov, I. A. Balova, N. A. Danilkina, A. I. Govdi, A. S. Tikhomirov, A. E. Shchekotikhin, M. S. Novikov, N. V. Rostovskii, A. F. Khlebnikov, Yu. N. Klimochkin, M. V. Leonova, I. M. Tkachenko, V. A.-o. Mamedov, V. L. Mamedova, N. A. Zhukova, V. E. Semenov, O. G. Sinyashin, O. V. Borshchev, Yu. N. Luponosov, S. A. Ponomarenko, A. S. Fisyuk, A. S. Kostyuchenko, V. G. Ilkin, T. V. Beryozkina, V. A. Bakulev, A. S. Gazizov, A. A. Zagidullin, A. A. Karasik, M. E. Kukushkin, E. K. Beloglazkina, N. E. Golantsov, A. A. Festa, L. G. Voskresenskii, V. S. Moshkin, E. M. Buev, V. Ya. Sosnovskikh, I, “The chemistry of heterocycles in the 21st century”, Russian Chem. Reviews, 93:7 (2024), RCR5125  mathnet  mathnet  crossref  isi  scopus
    2. P. Kočovský, Organic Reaction Mechanisms Series, Organic Reaction Mechanisms · 2016, 2020, 463  crossref
    3. Boris A. Trofimov, Kseniya V. Belyaeva, “Zwitterionic adducts of N-heterocycles to electrophilic acetylenes as a master key to diversity and complexity of fundamental nitrogen heterocycles”, Tetrahedron Letters, 61:24 (2020), 151991  crossref
    4. M. G. Moloney, Organic Reaction Mechanisms Series, Organic Reaction Mechanisms · 2016, 2020, 201  crossref
    5. J. M. Coxon, Organic Reaction Mechanisms Series, Organic Reaction Mechanisms · 2016, 2020, 697  crossref
    6. B. A. Trofimov, K. V. Belyaeva, L. P. Nikitina, A. V. Afonin, A. V. Vashchenko, “2-(5-Arylterphenyl-4-yl)quinolines from 2-methylquinoline and 1-(het)aryl-3-phenylprop-2-yn-1-ones in just a one step: A miracle of molecular interplay”, Mendeleev Commun., 28:3 (2018), 267–269  mathnet  crossref
    7. B. A. Trofimov, K. V. Belyaeva, L. V. Andriyankova, L. P. Nikitina, A. G. Mal'kina, “Ring-opening of pyridines and imidazoles with electron-deficient acetylenes: En route to metal-free organic synthesis”, Mendeleev Commun., 27:2 (2017), 109–115  mathnet  crossref
    8. N. K. Gusarova, P. A. Volkov, N. I. Ivanova, K. O. Khrapova, A. A. Telezhkin, A. I. Albanov, B. A. Trofimov, “Structural effect in the reductive vinylation/phosphorylation of pyridines with alkyl propiolates and secondary phosphine chalcogenides: protonation vs. zwitterion generation”, Mendeleev Commun., 27:6 (2017), 553–555  mathnet  crossref
    9. Boris A. Trofimov, Lina P. Nikitina, Kseniya V. Belyaeva, Ludmila V. Andriyankova, Anastasiya G. Mal'kina, Irina Yu. Bagryanskaya, Andrei V. Afonin, Igor A. Ushakov, “ChemInform Abstract: Insertion of 1,3‐Diphenylprop‐2‐yn‐1‐one into Imidazo[4,5‐b]pyridines in the Presence of Water: One‐Pot Synthesis of Pyrido[2,3‐b][1,4]diazocin‐9‐ones.”, ChemInform, 47:24 (2016)  crossref
    Citing articles in Google Scholar: Russian citations, English citations
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