Journal ArticleDOI
Copper-Catalyzed Transformation of Hydrazones into Halogenated Azabutadienes, Versatile Building Blocks for Organic Synthesis
Valentine G. Nenajdenko,Alexey V. Shastin,Alexey V. Shastin,Vladimir M. Gorbachev,Sergey V. Shorunov,Vasiliy M. Muzalevskiy,Anna Lukianova,Pavel V. Dorovatovskii,Victor N. Khrustalev +8 more
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TLDR
In this paper, a copper-catalyzed reaction of aldehyde-derived N-substituted hydrazones with CCl4 resulted in efficient synthesis of 4,4-dichloro-1,2-diazabuta-1.3-dienes.Abstract:
A one-step copper-catalyzed reaction of aldehyde-derived N-substituted hydrazones with CCl4 resulted in efficient synthesis of 4,4-dichloro-1,2-diazabuta-1,3-dienes. It was proven that this C–C bond-forming cascade reaction operates via an addition of trichloromethyl radical to the C═N bond of hydrazone followed by a base-induced elimination of HCl. The reaction was found to be very general, as diverse hydrazones possessing various aromatic groups at N-site, as well as aromatic, aliphatic, and heterocyclic substituents at C-site, are capable partners for coupling with a wide range of polyhalogenated compounds (CCl3Br, CBr4, CCl3CN, CCl3COOEt, CCl3CF3, CBr3CF3) to produce a family of functionalized 1,2-diazabuta-1,3-dienes. It was demonstrated that the prepared heterodienes are highly versatile building blocks for straightforward assembly of various valuable acyclic and heterocyclic molecules.read more
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Exploration of C–H Transformations of Aldehyde Hydrazones: Radical Strategies and Beyond
TL;DR: Recent contributions to the exploration, development, mechanistic insights, and synthetic applications of C-H bond functionalizations of aldehyde hydrazones are presented.
Journal ArticleDOI
Modern Trends of Organic Chemistry in Russian Universities
A. I. Konovalov,A. I. Konovalov,Igor S. Antipin,Igor S. Antipin,Vladimir Burilov,Timur I. Madzhidov,Almira Kurbangalieva,A. V. Nemtarev,A. V. Nemtarev,Svetlana E. Solovieva,Svetlana E. Solovieva,Ivan I. Stoikov,Vakhid A. Mamedov,L. Ya. Zakharova,Elena L. Gavrilova,Oleg G. Sinyashin,Irina A. Balova,Aleksander V. Vasilyev,Igor G. Zenkevich,M. Yu. Krasavin,Mikhail A. Kuznetsov,Alexander P. Molchanov,M. S. Novikov,Valerij A. Nikolaev,Ludmila L. Rodina,Alexander F. Khlebnikov,Irina P. Beletskaya,Sergey Z. Vatsadze,Sergey P. Gromov,Nikolai V. Zyk,Albert T. Lebedev,Dmitrii A. Lemenovskii,Valery S. Petrosyan,V. G. Nenaidenko,Vad. V. Negrebetskii,Yu. I. Baukov,T. A. Shmigol,Alexander A. Korlyukov,Alexander S. Tikhomirov,Andrey E. Shchekotikhin,Valerii F. Traven,L. G. Voskresenskii,Fedor I. Zubkov,O. A. Golubchikov,Alexander S. Semeikin,D. B. Berezin,Pavel A. Stuzhin,Victor D. Filimonov,Elena A. Krasnokutskaya,A. Yu. Fedorov,Alexander V. Nyuchev,V. Yu. Orlov,R. S. Begunov,A. I. Rusakov,A. V. Kolobov,E. R. Kofanov,O. V. Fedotova,A. Yu. Egorova,Valery N. Charushin,Oleg N. Chupakhin,Yu. N. Klimochkin,Vitaly A. Osyanin,Alexander N. Reznikov,A. S. Fisyuk,A. S. Fisyuk,G. P. Sagitullina,Alexander V. Aksenov,Nicolai A. Aksenov,M. K. Grachev,V. I. Maslennikova,Mikhail P. Koroteev,A. K. Brel,S. V. Lisina,S. M. Medvedeva,Kh. S. Shikhaliev,G. A. Suboch,Mikhail S. Tovbis,L. M. Mironovich,Sergey M. Ivanov,Sergey M. Ivanov,S. V. Kurbatov,M. E. Kletskii,O. N. Burov,K. I. Kobrakov,D. N. Kuznetsov +84 more
TL;DR: In this paper, a review devoted to the scientific achievements of the departments of organic chemistry in higher schools of Russia within the past decade is presented, focusing on the recent years of the 1990s.
Journal ArticleDOI
Tetrel, halogen and hydrogen bonds in bis(4-((E)-(2,2-dichloro-1-(4-substitutedphenyl)vinyl)diazenyl)phenyl)methane dyes
Namiq Q. Shikhaliyev,Nigar E. Ahmadova,Atash V. Gurbanov,Atash V. Gurbanov,Abel M. Maharramov,Gunay Z. Mammadova,Valentine G. Nenajdenko,Fedor I. Zubkov,Kamran T. Mahmudov,Kamran T. Mahmudov,Armando J. L. Pombeiro +10 more
TL;DR: In this article, the reaction of bis(4-hydrazinylphenyl)methane with 4-substitutedbenzaldehyde in the presence of CH3COONa in EtOH at 80 °C was studied.
Journal ArticleDOI
Pnicogen, halogen and hydrogen bonds in (E)-1-(2,2-dichloro-1-(2-nitrophenyl)vinyl)-2-(para-substituted phenyl)-diazenes
Abel M. Maharramov,Namiq Q. Shikhaliyev,Gulnar T. Suleymanova,Atash V. Gurbanov,Atash V. Gurbanov,G. V. Babayeva,Gunay Z. Mammadova,Fedor I. Zubkov,Valentine G. Nenajdenko,Kamran T. Mahmudov,Kamran T. Mahmudov,Armando J. L. Pombeiro +11 more
TL;DR: Schiff base condensation of 2-nitrobenzaldehyde with (para-substituted phenyl)hydrazine in the presence of CH3COONa in EtOH at 80 °C produces (E)-1-(para-, substituted phenyl)-2-(2-nitrophenylidene) hydrazines [−OCH3 (1), −CH3(2), −H3 (3), −Br (4), −Cl (5), −F (6)] as mentioned in this paper.
Journal ArticleDOI
Photocatalytic Reductive Fluoroalkylation of Nitrones.
TL;DR: A method for the addition of fluorinated groups to nitrones using an iridium photocatalyst and ascorbic acid as a stoichiometric reducing agent is described and the resulting hydroxylamines can be readily converted to valuable fluorinated amines by reduction with zinc.
References
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Journal ArticleDOI
Coinage Metal-Assisted Synthesis of Heterocycles
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