Andrey Shatskiy

ORCID: 0000-0002-7249-7437
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Research Areas
  • Catalytic C–H Functionalization Methods
  • Radical Photochemical Reactions
  • Sulfur-Based Synthesis Techniques
  • Crystallization and Solubility Studies
  • X-ray Diffraction in Crystallography
  • Electrocatalysts for Energy Conversion
  • Asymmetric Hydrogenation and Catalysis
  • Oxidative Organic Chemistry Reactions
  • Electrochemical Analysis and Applications
  • Catalytic Alkyne Reactions
  • Catalytic Processes in Materials Science
  • Advanced battery technologies research
  • Cyclopropane Reaction Mechanisms
  • Synthesis and Characterization of Pyrroles
  • Advanced Photocatalysis Techniques
  • Carbohydrate Chemistry and Synthesis
  • Catalytic Cross-Coupling Reactions
  • Chemical Synthesis and Analysis
  • Synthesis and Biological Activity
  • Biochemical and biochemical processes
  • Fluorine in Organic Chemistry
  • Phytochemistry and Biological Activities
  • Synthesis of Indole Derivatives
  • Synthesis and Catalytic Reactions
  • Natural product bioactivities and synthesis

KTH Royal Institute of Technology
2019-2025

National Research Tomsk State University
2020-2022

Tomsk Polytechnic University
2020-2022

Stockholm Environment Institute
2016-2021

Stockholm University
2015-2019

Institute for Basic Science
2019

Korea Advanced Institute of Science and Technology
2019

New York University
2019

University of Vienna
2019

Institut Català d'Investigació Química
2019

Abstract Organic electrosynthesis is an enabling and sustainable technology, which constitutes a rapidly expanding field of research. Electrochemical approaches serve as convenient green alternatives to stoichiometric toxic chemical redox agents. Electrosynthesis promising platform for harnessing the unique reactivity profiles radical intermediates, expediting development new reaction manifolds. This Review highlights both anodic cathodic methods construction various kinds complex molecules.

10.1002/celc.201900435 article EN ChemElectroChem 2019-05-23

Herein, we report a silver-catalyzed protocol for decarboxylative cross-coupling between carboxylic acids and isocyanides, leading to linear amide products through free-radical mechanism. The disclosed approach provides general entry variety of decorated amides, accommodating diverse array radical precursors, including aryl, heteroaryl, alkynyl, alkenyl, alkyl acids. Notably, the proved be efficient late-stage functionalization several elaborate pharmaceuticals, demonstrating its potential...

10.1021/acs.orglett.4c00872 article EN cc-by Organic Letters 2024-04-12

The selective modification of α-amino acids and peptides constitutes a pivotal arena for accessing new peptide-based materials therapeutics. In recent years, visible light photoredox catalysis has appeared as powerful platform the activation small molecules via single-electron transfer events, allowing previously inaccessible reaction pathways to be explored. This review outlines advances, mechanistic underpinnings, opportunities applying expansion synthetic repertoire specific amino acid...

10.1055/s-0037-1611852 article EN Synthesis 2019-06-04

ConspectusFossil fuel shortage and severe climate changes due to global warming have prompted extensive research on carbon-neutral renewable energy resources. Hydrogen gas (H2), a clean high density fuel, has emerged as potential solution for both fulfilling demands diminishing the emission of greenhouse gases. Currently, water oxidation (WO) constitutes bottleneck in overall process producing H2 from water. As result, design efficient catalysts WO become an intensively pursued area recent...

10.1021/acs.accounts.1c00298 article EN cc-by Accounts of Chemical Research 2021-08-17

A protocol for stereoselective C-radical addition to a chiral glyoxylate-derived <italic>N</italic>-sulfinyl imine was developed through visible light-promoted photoredox catalysis, providing convenient method the synthesis of unnatural α-amino acids.

10.1039/d1sc00658d article EN cc-by Chemical Science 2021-01-01

A protocol for silver-catalyzed controlled intermolecular cross-coupling of silyl enolates is disclosed. The displays good functional group tolerance and allows efficient preparation a series synthetically useful 1,4-diketones. Preliminary mechanistic investigations suggest that the reaction proceeds through one-electron process involving free radical species in which PhBr acts as oxidant.

10.1021/acs.orglett.2c01477 article EN cc-by Organic Letters 2022-06-17

A practical protocol for the stereoselective synthesis of unnatural α-amino acids is disclosed, using ubiquitous aliphatic alcohols as radical precursors to form acid backbone under redox-neutral photoredox-mediated conditions.

10.1039/d4sc00403e article EN cc-by Chemical Science 2024-01-01

Herein we report the synthesis of mesoporous ruthenium oxide (MP-RuO2) using a template-based approach. The catalytic efficiency prepared MP-RuO2 was compared to commercially available nanoparticles (C-RuO2) as heterogeneous catalysts for water oxidation. results demonstrated superior performance oxygen evolution C-RuO2 with respect recyclability, amount generated oxygen, and stability over several runs.

10.1021/acssuschemeng.7b02845 article EN publisher-specific-oa ACS Sustainable Chemistry & Engineering 2017-10-19

Non‐typical C‐functionalized sugars represent a prominent yet hardly accessible class of biologically‐active compounds. The available synthetic methodologies towards such sugar derivatives suffer either from an extensive use protecting groups, requiring long and laborious manipulations, or limited predictability non‐controllable site‐selectivity the employed C‐functionalization reactions. In this work, we disclose alternative methodology non‐typical that allows facile, site‐selective,...

10.1002/anie.202424455 article EN cc-by Angewandte Chemie International Edition 2025-02-27

Non‐typical C‐functionalized sugars represent a prominent yet hardly accessible class of biologically‐active compounds. The available synthetic methodologies towards such sugar derivatives suffer either from an extensive use protecting groups, requiring long and laborious manipulations, or limited predictability non‐controllable site‐selectivity the employed C‐functionalization reactions. In this work, we disclose alternative methodology non‐typical that allows facile, site‐selective,...

10.1002/ange.202424455 article EN cc-by Angewandte Chemie 2025-02-27

The synthesis of two molecular iron complexes, a dinuclear iron(iii,iii) complex and nonanuclear complex, based on the dinucleating ligand 2,2'-(2-hydroxy-5-methyl-1,3-phenylene)bis(1H-benzo[d]imidazole-4-carboxylic acid) is described. complexes were found to drive oxidation water by one-electron oxidant [Ru(bpy)3](3+).

10.1039/c6dt01554a article EN cc-by-nc Dalton Transactions 2016-01-01

Photo-mediated radical dearomatization involving 5-exo-trig cyclizations has proven to be an important route accessing spirocyclic compounds, whereas 6-exo-trig spirocyclization been much less explored. In this work, a dearomative annulation cascade is realized through photoredox-mediated C-O bond activation of aromatic carboxylic acids produce two kinds frameworks. Mechanistically, the acyl formed oxidation triphenylphosphine and subsequent cleavage, followed by cyclization/SET/protonation...

10.1038/s42004-022-00706-3 article EN cc-by Communications Chemistry 2022-08-05

A copper-catalyzed reaction between 2-bromo-benzothioamides and S8 or Se involving sulfur rearrangement is reported, enabling access to benzodithioles 2 benzothiaselenoles 6 in the presence of Cs2CO3. In absence Se, affords dibenzodithiocines 7 via two consecutive C(sp2)–S Ullmann couplings.

10.1021/acs.orglett.0c00907 article EN cc-by Organic Letters 2020-04-14

An unprecedented silver-promoted regioselective (4 + 1) annulation of isocyanoacetates with pyridinium salts is reported. The established protocol provides controlled, facile, and modular access to a range synthetically useful N-fused heterocyclic scaffolds containing indolizines, pyrrolo[1,2-a]quinolines, pyrrolo[2,1-a]isoquinolines, 1H-imidazo[4,5-a]indolizin-2(3H)-ones. A mechanistic pathway involving nucleophilic addition/protonation/elimination/cycloisomerization proposed.

10.1021/acs.orglett.1c02754 article EN Organic Letters 2021-09-15

A protocol for a tandem Pd/Cu-catalyzed intermolecular cross-coupling cascade between o-bromobenzoic acids and 2-(2-bromoaryl)-1H-benzo[d]imidazoles or the corresponding imidazoles is presented. The provides conceptually novel controlled access to synthetically useful N-fused (benzo)imidazophenanthridine scaffolds with high efficiency, broad substrate scope, excellent functional group compatibility.

10.1021/acs.orglett.2c03647 article EN cc-by Organic Letters 2022-12-13

The highly active ruthenium-based water oxidation catalyst [RuX (mcbp)(OHn )(py)2 ] [mcbp2- =2,6-bis(1-methyl-4-(carboxylate)benzimidazol-2-yl)pyridine; n=2, 1, and 0 for X=II, III, IV, respectively], can be generated in a mixture of RuIII RuIV states from either [RuII (mcbp)(py)2 or [RuIII (Hmcbp)(py)2 ]2+ precursors. precursor complexes are isolated characterized by single-crystal X-ray analysis, NMR, UV/Vis, EPR, FTIR spectroscopy, ESI-HRMS, elemental their redox properties studied detail...

10.1002/cssc.201900097 article EN ChemSusChem 2019-02-13

A copper-assisted Wittig-type olefination of aldehydes and p -toluenesulfonyl isocyanide (TosMIC) is disclosed, providing an operationally simple approach to ( E )-vinyl sulfone with various functional groups under mild reaction conditions.

10.1039/d2qo00472k article EN cc-by Organic Chemistry Frontiers 2022-01-01

Herein, a straightforward synthetic approach for the construction of phenanthridin-6(5H)-one skeletons is disclosed. The developed protocol relies on palladium catalysis, providing controlled access to range functionalized phenanthridin-6(5H)-ones in 59-88% yields. Furthermore, plausible reaction pathways are proposed based mechanistic experiments.

10.1021/acs.joc.3c01429 article EN cc-by The Journal of Organic Chemistry 2023-08-23

Abstract A silver‐induced cycloaddition of isocyanides with acyl chlorides has been developed. This transition metal‐catalyzed strategy provides an effective and scalable approach for the formation 2,5‐disubstituted oxazoles in good to high yields. The employed silver‐based MOF catalyst can be efficiently recycled without compromising yield.

10.1002/cctc.201900965 article EN ChemCatChem 2019-06-13

A silver-mediated reaction between 2-ethynyl-3-(1-hydroxyprop-2-yn-1-yl)phenols or 2-ethynyl-3-(1-hydroxyprop-2-yn-1-yl)anilines and methylene isocyanides has been developed. sequential 5-endo-dig cyclization [3 + 2] cycloaddition process is proposed. This synthetic strategy atom- step-efficient applicable to a broad scope of substrates, allowing the synthesis valuable substituted benzofuran- indole-pyrroles in moderate high yields.

10.1021/acs.joc.9b00528 article EN The Journal of Organic Chemistry 2019-05-22

A silver-assisted method for [3 + 2] annulation of nitrones with isocyanides has been developed. The developed protocol allows access to a variety 2,3,4-trisubstituted 1,2,4-oxadiazolidin-5-one derivatives as single diastereomers in good excellent yields using silver oxide the catalyst and molecular oxygen terminal oxidant. plausible mechanism involving nucleophilic addition/cyclization/protodeargentation/oxidation pathway is proposed on basis experimental results.

10.1021/acs.joc.9b03279 article EN cc-by The Journal of Organic Chemistry 2020-02-04

Abstract Recently, development of general synthetic routes to unnatural α-amino acids has gained significant momentum, driven by the high demand for such building blocks in fundamental research within molecular and structural biology, as well new pharmaceuticals. Herein, we highlight recent progress employing photoredox-mediated methods accessing with a focus on various decarboxylative radical-based strategies.

10.1055/a-1499-8679 article EN cc-by-nc-nd Synlett 2021-05-05

Abstract Water oxidation is a fundamental step in artificial photosynthesis for solar fuels production. In this study, we report single‐site Ru‐based water catalyst, housing dicarboxylate‐benzimidazole ligand, that mediates both chemical and light‐driven of efficiently under neutral conditions. The importance the incorporation negatively charged ligand framework manifested low redox potentials developed complex, which allows to be driven by mild one‐electron oxidant [Ru(bpy) 3 ] 3+...

10.1002/cssc.201601171 article EN cc-by-nc-nd ChemSusChem 2016-12-14
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