Abstract:
Solvent- and catalyst-free synthesis of 4-chalcogenophosphorylpyridines by oxidative regioselective cross-coupling of pyridines with secondary phosphine chalcogenides using 1,3-diphenylprop-2-yn-1-one as a trigger and oxidant under mild conditions
(70–75∘∘C, 5.5–7 h) is reported.
Document Type:
Article
Language: English
Citation:
P. A. Volkov, N. I. Ivanova, K. O. Khrapova, A. A. Telezhkin, T. N. Borodina, N. K. Gusarova, B. A. Trofimov, “Solvent-free synthesis of 4-chalcogenophosphorylpyridines viaSHNArSHNAr
reaction of pyridines with secondary phosphine chalcogenides”, Mendeleev Commun., 28:6 (2018), 582–583
This publication is cited in the following 9 articles:
Martha C. Mayorquín-Torres, Andreas Simoens, Eli Bonneure, Christian V. Stevens, “Synthetic Methods for Azaheterocyclic Phosphonates and Their Biological Activity: An Update 2004–2024”, Chem. Rev., 124:12 (2024), 7907
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
Pavel A. Volkov, Kseniya O. Khrapova, Anton A. Telezhkin, Alexander I. Albanov, Boris A. Trofimov, “Synthesis of polyfluoroalkylphosphorylated dihydroquinolines and dihydroisoquinolines decorated with N-acylethenyl substituents by the reaction of bis(polyfluoroalkyl)phosphonates with electron-deficient acetylenes and quinolines”, Journal of Fluorine Chemistry, 270 (2023), 110172
A. A Telezhkin, P. A Volkov, K. O Khrapova, “Nucleophilic substitution of hydrogen in pyridine and its derivatives by organophosphorus nucleophiles in the presence of electron-deficient acetylenes”, Žurnal organičeskoj himii, 59:10 (2023), 1269
Xiao Yang, Rui Sun, Chunchun Zhang, Yan Zhang, Zhishan Su, Yicen Ge, Hua Chen, Haiyan Fu, Ruixiang Li, “Chichibabin‐Type Phosphonylation of 2‐(Hetero)aryl Pyridines: Selective Synthesis of 4‐Phosphinoyl Pyridines via an Activated N‐Benzylpyridinium Salt”, Adv Synth Catal, 364:14 (2022), 2387
P. A. Volkov, K. O. Khrapova, A. A. Telezhkin, A. I. Albanov, K. A. Apartsin, B. A. Trofimov, “SNHAr Reaction of Pyridines with Bis(polyfluoroalkyl)phosphonates Assisted by Electron-Deficient Acetylenes”, Russ J Gen Chem, 92:9 (2022), 1712
P. A. Volkov, K. O. Khrapova, A. A. Telezhkin, S. F. Malysheva, L. I. Larina, B. A. Trofimov, “Synthesis of alkyl-H-phosphinic acid alkyl esters from red phosphorus and alkyl bromides”, Mendeleev Commun., 32:6 (2022), 792–794
Boris A. Trofimov, Pavel A. Volkov, Anton A. Telezhkin, “Electron-Deficient Acetylenes as Three-Modal Adjuvants in SNH Reaction of Pyridinoids with Phosphorus Nucleophiles”, Molecules, 26:22 (2021), 6824
Long Chen, Xiao‐Yan Liu, Yun‐Xiang Zou, “Recent Advances in the Construction of Phosphorus‐Substituted Heterocycles, 2009–2019”, Adv Synth Catal, 362:9 (2020), 1724