Organic Chemistry in Russian Universities. Achievements of Recent Years

Russian Journal of Organic Chemistry, Год журнала: 2024, Номер 60(8), С. 1361 - 1584

Опубликована: Авг. 1, 2024

Язык: Английский

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Cyclization Reactions of In Situ-Generated Acyl Ketene with Ynones to Form Oxacycles

The Journal of Organic Chemistry, Год журнала: 2024, Номер 89(7), С. 4496 - 4502

Опубликована: Март 20, 2024

Acyl ketenes react with polar unsaturated functional groups to give unique heterocyclic rings, yet reactions unpolarized have not been reported. Herein, we describe two effective ring-forming between acetyl ketene and electron-deficient alkynes. The first reaction involves in situ tethering nucleophile-containing 1,3-diynones, which promotes sequential intramolecular 1,6/1,4-additions generate 2-methylene-2H-pyrans various yields (24–91%). other a zwitterionic intermediate generated from DABCO, undergoes Michael addition terminal alkynyl ketones 3-acyl-4-pyrones (11–79%).

Язык: Английский

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Synthetic Strategies Toward 2H‐, 4H‐Pyrans, and Pyranones: Recent Advances

ChemistrySelect, Год журнала: 2025, Номер 10(21)

Опубликована: Май 30, 2025

Abstract Pyrans are a class of six‐membered heterocyclic rings containing five carbon atoms and one oxygen atom. They non‐aromatic in nature, bearing two double bonds the ring. The bond position distinguishes pyran isomers, namely, 2 H ‐pyran 4 ‐pyran. When saturated sp 3 is located next to an atom, it known as ‐pyran, when at 4‐position with respect In 1962, by thermal breakdown 2‐acetoxy‐3,4‐dihydro‐2 ‐pyrans were produced for first time, their characteristics explored. Numerous synthetic methods have been disclosed over time owing broad applications diverse fields, mainly drug design, pharmaceuticals, material science. this review, we highlight recent advancements toward substituted 4‐pyranone, 2‐pyranones, focusing on reports published from 2019 till date, which play important roles both organic synthesis types functional molecules.

Язык: Английский

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Six-membered ring systems: With O and/or S atoms

Progress in heterocyclic chemistry, Год журнала: 2024, Номер unknown, С. 421 - 484

Опубликована: Янв. 1, 2024

Язык: Английский

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Synthesis of Rapicone Based on Acyl Ketene–Alkyne Cycloaddition

The Journal of Organic Chemistry, Год журнала: 2024, Номер unknown

Опубликована: Ноя. 20, 2024

We report herein a concise route for the total synthesis of rapicone. The key strategy to form ynone intermediate involves an Fe(III)/TEMPO-catalyzed aerobic oxidation 1,3-dihydroisobenzofuran moiety. This ether simultaneous installation keto aldehyde allowed effective formation required intermediate. rapicone is substantiated by unique formal [4 + 2] cycloaddition acyl ketene with alkynone and completed in 7 steps 9.4% overall yield.

Язык: Английский

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Organic Chemistry in Russian Universities: Achievements of recent years

Журнал органической химии, Год журнала: 2024, Номер 60(2-3)

Опубликована: Дек. 27, 2024

Язык: Английский

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