ortho-Quinone methides as key intermediates in cascade heterocyclizations

DV Osipov, VA Osyanin… - Russian Chemical …, 2017 - iopscience.iop.org
Abstract Development of new methods of heterocyclic synthesis is still a topical issue. In this
connection, the trend related to the use of highly reactive o-quinone methides for the …

Cycloaddition reactions of o-quinone methides with polarized olefins

VA Osyanin, AV Lukashenko… - Russian Chemical …, 2021 - iopscience.iop.org
The review summarizes and systematizes the [4+ 2]-cycloaddition reactions of o-quinone
methides with electron-rich and electron-deficient olefins. The electron-rich substrates …

Reaction of Push–Pull Enaminoketones and in Situ Generated ortho-Quinone Methides: Synthesis of 3-Acyl-4H-chromenes and 2-Acyl-1H-benzo[f]chromenes as …

AV Lukashenko, VA Osyanin, DV Osipov… - The Journal of …, 2017 - ACS Publications
A simple and efficient method for the synthesis of 4 H-chromenes and 1 H-benzo [f]
chromenes containing a trifluoroacetyl or aroyl group in the pyran ring from o-quinone …

Catalyst-free formal [3+ 2] cycloaddition of stabilized N, N-cyclic azomethine imines to 3-nitrobenzofurans and 3-nitro-4 H-chromenes: access to heteroannulated …

DV Osipov, KS Korzhenko, DA Rashchepkina… - Organic & …, 2021 - pubs.rsc.org
We have studied the [3+ 2]-cycloaddition of various N, N-cyclic azomethine imines to 3-
nitrobenzofurans. This process is a rare example of their dearomatization. We have also …

Complementary pairing of o-quinone methides with 3-(N,N-diethylamino)acrolein – synthesis of 1H-benzo[f]chromene-2-carbaldehydes

AV Lukashenko, VA Osyanin, DV Osipov… - Chemistry of …, 2016 - Springer
A series of 1 H-benzo [f] chromene-2-carbaldehydes was obtained from naphthol Mannich
bases and 3-(N, N-diethylamino) acrolein via a cascade reaction comprising [4+ 2] …

Reaction of 2-chloromethylphenols with enaminones

AV Lukashenko, DV Osipov, VA Osyanin… - Russian Journal of …, 2016 - Springer
The reaction of o-(chloromethyl) phenols with enamino ketones afforded a series of 3-acyl-
and 3-formyl-4 H-chromenes as a result of cascade transformation including [4+ 2] …

Cascade Synthesis of Pyrrolo[1,2-a]quinolines and Pyrrolo[2,1-a]isoquinolines via Formal [3 + 2]-Cycloaddition of Push–Pull Nitro Heterocycles with Carbonyl …

DV Osipov, MR Demidov, AA Artemenko… - The Journal of …, 2024 - ACS Publications
Various substituted pyrrolo [1, 2-a] quinolines and pyrrolo [2, 1-a] isoquinolines were
synthesized in good to high yields by the Et3N-mediated reaction of push–pull 3 …

Reactions of 2-Nitro-1H-benzo[f]chromenes and 3-Nitro-1-benzofurans with Nucleophiles

DV Osipov, AA Artyomenko, KS Korzhenko… - Russian Journal of …, 2023 - Springer
Nitro-1 H-benzo [f] chromenes reacted with alcohols to give a series of 3-alkoxy-2-nitro-2, 3-
dihydro-1 H-benzo [f] chromenes as mixtures of cis and trans isomers. The reaction of 2-nitro …

Reactions of o-Quinone Methides with Halogenated 1H-Azoles: Access to Benzo [e] azolo [1, 3] oxazines

DV Osipov, VA Osyanin, LG Voskressensky… - …, 2017 - thieme-connect.com
A simple route to the series of azolo-condensed benzo [e][1, 3] oxazines such as 9H-benzo
[e][1, 2, 4] triazolo [5, 1-b][1, 3] oxazines, 9H-benzo [e] pyrazolo [5, 1-b][1, 3] oxazines, and …

Reactions of naphthalen-2-ol Mannich bases with β-aminoacrylonitriles and methyl 3-morpholinoacrylate

AV Lukashenko, DV Osipov, VА Osyanin… - Chemistry of …, 2020 - Springer
3-Amino-2, 3-dihydro-1 H-benzo [f] chromenes and 2-[(2-hydroxynaphthalen-1-yl) methyl]-2,
3-dihydro-1 H-benzo [f] chromene-2-carbonitriles were obtained via the reaction of …