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Electrosynthesis of azopyrazoles via the oxidation of N-alkylaminopyrazoles on a NiO(OH) anode in aqueous alkali – A green method for N-N homocoupling
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11.07.2018 |
Lyalin B.
Sigacheva V.
Kokorekin V.
Petrosyan V.
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Tetrahedron Letters |
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0 |
Ссылка
© 2018 Elsevier Ltd A nickel oxyhydroxide [NiO(OH)] anode was exploited to develop a new synthetic route for the electrocatalytic N-N homocoupling of N-alkylaminopyrazoles in an alkaline aqueous medium. The advantages of this green electrochemical methodology include low cost, atom economy and high yields.
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Oxidative transformation of N-substituted 3-aminopyrazoles to azopyrazoles using electrogenerated bromine as a mediator
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01.03.2018 |
Lyalin B.
Sigacheva V.
Kokorekin V.
Dutova T.
Rodionov G.
Petrosyan V.
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Russian Chemical Bulletin |
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1 |
Ссылка
© 2018, Springer Science+Business Media, LLC, part of Springer Nature. The one-pot process of anodic transformation of N-alkyl-3-aminopyrazoles into azopyrazoles under conditions of membraneless electrolysis in an aqueous solution of NaBr was studied for the first time. It was found that under these conditions the aminopyrazoles, which do not have a substituent at position 4, transform into the corresponding 4,4´-dibromoazopyrazoles. The corresponding yield was in the interval of 28—80%, depending on the structure of the products. The transformation of 4-substituted aminopyrazoles resulted in the formation of azopyrazoles in the yields lying within 62—86% when this process was implemented under conditions with the anodically generated Br2 acting as a mediator. A convenient method of anodic synthesis of azopyrazoles in an aqueous medium without the use of additives of chemical oxidants was proposed. The process is environmentally sound and is characterized by a high atom efficiency (>85%).
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