Marina Yu. Dvorko

A.E. Favorsky Irkutsk Institute of Chemistry

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БА

Б. А. Трофимов

A.E. Favorsky Irkutsk Institute of Chemistry

T. E. Glotova

A.E. Favorsky Irkutsk Institute of Chemistry

IА

Igor А. Ushakov

A.E. Favorsky Irkutsk Institute of Chemistry

Elena Yu. Schmidt

A.E. Favorsky Irkutsk Institute of Chemistry

Dmitrii A. Shabalin

A.E. Favorsky Irkutsk Institute of Chemistry

АЙ

А. Й. Михалева

A.E. Favorsky Irkutsk Institute of Chemistry

Nadezhda I. Protsuk

A.E. Favorsky Irkutsk Institute of Chemistry

Alexander I. Albanov

A.E. Favorsky Irkutsk Institute of Chemistry

O.A. Dyachenko

Institute of Problems of Chemical Physics

Nina K. Gusarova

A.E. Favorsky Irkutsk Institute of Chemistry

Cooperative Institutions

A.E. Favorsky Irkutsk Institute of Chemistry

Russian Academy of Sciences

Siberian Branch of the Russian Academy of Sciences

Centre National de la Recherche Scientifique

Irkutsk Research Institute of the Forestry Industry

École Normale Supérieure Paris-Saclay

Université Paris-Saclay

Irkutsk State University

École Normale Supérieure - PSL

Institute of Problems of Chemical Physics

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Reaction of (het)aryl cyclohexyl ketoximes with acetylene in the two-phase KOH/DMSO/n-hexane system: en route to spirocyclic 3H-pyrroles

Mendeleev Communications (2015)

Dmitrii A. Shabalin Marina Yu. Dvorko Elena Yu. Schmidt Nadezhda I. Protsuk Igor А. Ushakov

Acetylene

Hexane

10.1016/j.mencom.2015.03.017

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Citations (6)

ChemInform Abstract: Expedient One‐Step Synthesis of Nitrogen Stilbene Analogues by Transition Metal‐Free Hydroamination of Arylacetylenes with Pyrroles.

ChemInform (2012)

Marina Yu. Dvorko Elena Yu. Schmidt T. E. Glotova Dmitrii A. Shabalin Igor А. Ushakov

Abstract The stereochemistry of the products, ranging from 100% (E) to 96% (Z), is controlled kinetically on the initial stages of the reaction and thermodynamically in the end of the process depending on the nature of substrates and the reaction conditions.

Hydroamination

10.1002/chin.201227106

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Citations (0)

Reactions of 1-bromo-2-benzoylacetylene with 2,4-dithiobiuretes

Journal of Sulfur Chemistry (2005)

T. E. Glotova G. V. Dolgushin Alexander I. Albanov Marina Yu. Dvorko Nadezhda I. Protsuk

2-Benzoylmethylene-1,3,5-dithiazinium hydrobromides were prepared in high yield by the reaction of 1-bromo-2-benzoylacetylene with 2,4-dithiobiurete and its mono- and disubstituted derivatives in glacial AcOH. The ability of the compounds synthesized to undergo further chemical transformations has been studied.

10.1080/17415990500277012

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Citations (3)

Superbase-Catalyzed [4+2] Cycloaddition of Acetylenes to 3,6-Di(pyrrol-2-yl)-1,2,4,5-tetrazine: A Facile Synthesis of 3,6-Di(pyrrol-2-yl)pyridazines

Advanced Synthesis & Catalysis (2013)

Б. А. Трофимов T. E. Glotova Dmitrii A. Shabalin Marina Yu. Dvorko Igor А. Ushakov

Abstract Acetylenes undergo the [4+2] cycloaddition to 3,6‐di(pyrrol‐2‐yl)‐1,2,4,5‐tetrazine in the potassium hydroxide/dimethyl sulfoxide or potassium tert ‐butoxide/dimethyl sulfoxide systems (80 °C, 2.5–4 h) to afford (after extrusion of the nitrogen molecule from the intermediate) 3,6‐di(pyrrol‐2‐yl)pyridazines in up to 73% yield, while under non‐catalytic conditions this reaction does not take place. This unusual result substantially extends the scope of synthetic application and mechanistic diversity of the Diels–Alder reaction. The step‐wise mechanisms involving the formation of [OH/tetrazine] − or [ t ‐BuO/tetrazine] − anionic intermediate complexes or cycloaddition of tetrazine to the acetylide anion are considered.

Tetrazine

Superbase

Potassium hydroxide

Pyridazine

10.1002/adsc.201300129

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Citations (6)

2-(2-Ethynyl-1-aziranyl)-3,4-dihydro-2H-pyrrole: a one-pot assembly from isopropyl phenyl ketoxime and acetylene during the synthesis of 3H-pyrrole

Mendeleev Communications (2014)

Dmitrii A. Shabalin T. E. Glotova Igor А. Ushakov Marina Yu. Dvorko Alexander V. Vashchenko

Pyrrole

Acetylene

Isopropyl

Hexane

10.1016/j.mencom.2014.11.020

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Citations (5)

CCDC 1542500: Experimental Crystal Structure Determination

The Cambridge Structural Database (2017)

Dmitrii A. Shabalin Marina Yu. Dvorko Evgeniya E. Zolotareva Igor А. Ushakov Alexander V. Vashchenko

10.5517/ccdc.csd.cc1ns32m

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Citations (0)

Synthesis of 5-hydroxy-Δ1-pyrrolines from aryl isoalkyl ketoximes and acetylene in a tuned superbase medium

Tetrahedron Letters (2016)

Dmitrii A. Shabalin Marina Yu. Dvorko Elena Yu. Schmidt Nadezhda I. Protsuk Б. А. Трофимов

Superbase

Acetylene

Alkyne

10.1016/j.tetlet.2016.06.025

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Citations (15)

ChemInform Abstract: Triphenylphosphine as an Effective Catalyst for Ketoximes Addition to Acylacetylenes: Regio‐ and Stereospecific Synthesis of (E)‐(O)‐2‐(Acyl)vinylketoximes.

ChemInform (2010)

Б. А. Трофимов T. E. Glotova Marina Yu. Dvorko Igor А. Ushakov Elena Yu. Schmidt

Abstract Triphenylphosphine catalyzes the regio‐ and stereospecific addition of ketoximes towards acylacetylenes to give the title (E)‐O‐acylvinylketoximes under mild conditions.

Stereospecificity

10.1002/chin.201103072

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Reaction of secondary phosphine oxides with acylacetylenes

Russian Journal of Organic Chemistry (2010)

Marina Yu. Dvorko T. E. Glotova Igor А. Ushakov Nina K. Gusarova

Diphenylphosphine oxide

Phosphine oxide

Potassium hydroxide

Diphenylphosphine

10.1134/s1070428010040056

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Citations (14)

Metal‐Free Selective Synthesis of 1,4‐Dihydropyridazines from Hydroxypyrrolines and Hydrazines

European Journal of Organic Chemistry (2017)

Dmitrii A. Shabalin Marina Yu. Dvorko Evgeniya E. Zolotareva Igor А. Ushakov Alexander V. Vashchenko

An efficient and selective synthesis of 1,4‐dihydropyridazines through the acid‐catalyzed recyclization of 5‐hydroxy‐Δ 1 ‐pyrrolines with hydrazines has been developed. The scope of this reaction was thoroughly explored, resulting in the generation of a library of 1,4‐dihydropyridazines in good to excellent yields (25 examples, 67–100 % yields).

Scope (computer science)

10.1002/ejoc.201700589

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Citations (10)