Representative recent publications
For the full list of published outputs, see Research publications
Short Electrochemical Asymmetric Synthesis of (+)-N-Acetylcolchinol
Du, Y., Lunga, A., Rubtsov, A.E., Malkov, A.V.*
Green Chem. 2022, 24, 7220-7226
A short synthesis of N-acetylcolchinol using a greener and step-economical pathway is reported where all the redox reactions, except for the asymmetric reduction, were carried out electrochemically, replacing protocols employing transition metals or toxic reagents. In a 4-step racemic sequence, chemoselective reduction of chalcone and intramolecular oxidative arene-arene coupling were performed in an electrochemical cell giving the target N-acetylcolchinol with an overall 41% yield. In a 7-step asymmetric variant, electrochemistry was also employed for the deprotection of p-methoxyphenyl amine. The target compound was obtained with a 33% overall yield and 99.5:0.5% er.
A Synthetic Diterpene Analogue Inhibits Mycobacterial Persistence and Biofilm Formation by Targeting (p)ppGpp Synthetases
Tkachenko, A.G.,* Kashevarova, N.M., Sidorov, R.Yu., Nesterova, L.Yu., Akhova, A.V., Tsyganov, I.V., Vaganov, V.Yu., Shipilovskikh, S.A., Rubtsov, A.E.,* Malkov, A.V.*
Cell Chem. Biol. 2021, 28, 1420-1432
DMNP, a synthetic analogue of natural marine diterpene erogorgiaene, binds to the structurally similar sites of RelMsm, RelZ and presumably of some other as yet unidentified (p)ppGpp producers thereby inhibiting persister cell formation and eradicating biofilms
Recent Advances in the Synthesis of 2,2’-Bipyridines and their Derivatives
Rubtsov, A. E.; Malkov, A. V.
Synthesis, 2021, 53, 2559-2569
This short review covers advances in the synthesis of 2,2’- bipyridines, including both synthesis of compounds with a given substitution pattern and development of new methods for assembling the bipyridine core. Special attention is directed to the use of pyridine-N-oxides, as well as metal free protocols, to facilitate the formation of bipyridines.
Developing a Methodology for Catalytic Asymmetric Crotylation of Aldehydes
Rubtsov, A.E., Malkov, A.V.*
Synlett, 2021, 32, 1397-1405
This account focuses on preformed organometallic reagents based on Silicon and to some extent Boron. It narrates our endeavour in designing new efficient chiral Lewis base catalysts for the asymmetric addition of crotylmetalloids to aldehydes
Optimization of Catalyst Structure for Asymmetric Propargylation of Aldehydes with Allenyltrichlorosilane
Vaganov, V.Yu., Fukazawa, Y., Kondratyev, N.S., Shipilovskikh, A.A., Wheeler, S.E., Rubtsov, A.E.*, Malkov, A.V.*
Adv. Synth. Catal., 2020, 362, 5467-5474
Guided by computational predictions, a set of atropisomeric bipyridine N,N’-dioxides was tested as Lewis base catalysts for the asymmetric propargylation of aldehydes with trichloroallenylsilane. A high level of enantiocontrol was achieved even at 1 mol% loading.
Solution Processed CZTS Solar Cells Using Amine–Thiol Systems: Understanding the Dissolution Process and Device Fabrication
Lowe, J.C., Wright, L.D., Eremin, D.B., Burykina, J.V., Martens, J., Plasser, F., Ananikov, V.P., Bowers, J.W.,* Malkov, A.V.*
J. Mater. Chem. C 2020, 8, 10309-10318
The paper reports on a newly developed amine-thiol solvent system based on 10% cysteamine in ethanolamine, which is able to readily dissolve all kesterite constituent elements, including metals and their oxides. The structures of the prevalent metal complexes were studied by spectroscopic methods. Devices of up to 8.1% power conversion efficiency were fabricated.
Harnessing Applied Potential: Selective 𝛽-Hydrocarboxylation of Substituted Olefins
Alkayal, A., Tabas, V., Montanaro, S., Wright, I.A., Malkov, A.V.*, Buckley, B.R.*
J. Am. Chem. Soc. 2020, 142, 1780-1785.
Report on a new electrosynthetic approach to the selective hydrocarboxylation of alkenes with carbon dioxide.