One-pot acid-free ferrocenylalkylation of azoles with α-ferrocenyl alcohols: ferrocene-based plant growth regulators and herbicide safeners

α-Ferrocenylalkylation of azoles or S-nucleophiles with FcCH(R)OH (Fc = ferrocenyl) can be accomplished under acid-free conditions as one-pot process via an intermediate formation of the α-ferrocenylalkyl carbonates FcCH(R)OC(O)OEt. The reaction allows the alkylation of acid sensitive substrates like imidazole derivatives or sodium N,N-diethyldithiocarbamate. The reaction with ambident azoles proceeds as the N-alkylation. Some α-ferrocenylalkyl azoles were found to exhibit plant growth stimulating or herbicidal effects on corn seeds or act as the herbicide safeners against sulfonylurea herbicides. © 2019 John Wiley & Sons, Ltd.

Authors
Shevaldina E.V.1 , Opredelennova K.A.1, 2 , Chichvarina O.A.3 , Spiridonov Y.Y.3 , Smol'yakov A.F. 1, 4, 5 , Dorovatovskii P.V. 6 , Moiseev S.K.1
Publisher
John Wiley and Sons Ltd
Number of issue
11
Language
English
Status
Published
Number
e5228
Volume
33
Year
2019
Organizations
  • 1 A.N.Nesmeyanov Institute of Organoelement Compounds of Russian Academy of Sciences, ul. Vavilova 28, Moscow, 119991, Russian Federation
  • 2 Institute of Fine Chemical Technologies, MIREA - Russian Technological University, 78 Vernadsky Avenue, Moscow, 119454, Russian Federation
  • 3 All-Russian Research Institute of Phytopatology, ul. Institut 5, Bolshie Vyazemy, Moscow Region, 143050, Russian Federation
  • 4 Plekhanov Russian University of Economics, Stremyanny per. 36, Moscow, 117997, Russian Federation
  • 5 Faculty of Science, RUDN University, 6 Miklukho-Maklaya St, Moscow, 117198, Russian Federation
  • 6 National Research Center “Kurchatov Institute”, Akademika Kurchatova pl. 1, Moscow, 123182, Russian Federation
Keywords
azoles; herbicide antidotes; N,N-diethyldithiocarbamate; plant growth regulators; α-Ferrocenylalkylation
Date of creation
24.12.2019
Date of change
24.12.2019
Short link
https://repository.rudn.ru/en/records/article/record/54944/
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