Phosphine-catalyzed reaction of cyclopropenones with water: divergent synthesis of highly functionalized γ-butenolides, trisubstituted α,β-unsaturated acids and anhydride DOI
Fujuan Li, Dan Yang,

Hongyan Qu

и другие.

Organic & Biomolecular Chemistry, Год журнала: 2025, Номер unknown

Опубликована: Янв. 1, 2025

A catalyst-regulated phosphine-catalyzed reaction involving cyclopropenones and water has been realized, which can be utilized for the preparation of γ-butenolides trisubstituted α,β-unsaturated acids.

Язык: Английский

Photocatalytic Pyridine Synthesis with Enaminones and TMEDA under Metal-Free Conditions DOI

Junlong Zeng,

Tao Zhou, Jianchao Liu

и другие.

The Journal of Organic Chemistry, Год журнала: 2024, Номер 89(15), С. 11060 - 11066

Опубликована: Июль 24, 2024

Reported herein is a new photocatalytic annulation for the synthesis of 2,3,4,6-tetrasubstituted pyridines with enaminones and N,N,N′,N′-tetramethyl ethylenediamine (TMEDA). The reactions take place without requiring transition metal reagent provide products broad scope. methyl in TMEDA acts as carbon source pyridine ring construction, BrCF2CO2Et plays role terminal oxidant free radical quenching.

Язык: Английский

Процитировано

7
Recent progress in cycloaddition reactions of cyclopropenone DOI Creative Commons

Shibo Lin,

Xiang Lan, Chun Liu

и другие.

Arabian Journal of Chemistry, Год журнала: 2024, Номер 17(8), С. 105845 - 105845

Опубликована: Май 23, 2024

Cyclopropenone has emerged as a highly versatile precursor in organic synthesis due to its diverse reactivity. The cyclopropenone derivatives could undergo various transformations such cycloaddition reactions, ring-opening and isomerization reactions the presence of different chemical reagents. Over years, significant progress been made manipulation cyclopropenones for construction carbocycles, heterocycles, other useful compounds. Despite several reviews that have concerned chemistry cyclopropenones, utility motifs carbocycles heterocycles rarely reported. Herein, we report recent advancements synthetic precursors towards compounds with biological significance.

Язык: Английский

Процитировано

4
Imidazolium‐dithiocarboxylate zwitterions catalysed ring‐opening additions of cyclopropenones DOI Open Access
Qi Wu, Fang Zhang, Qichao Zhang

и другие.

Advanced Synthesis & Catalysis, Год журнала: 2025, Номер unknown

Опубликована: Янв. 23, 2025

Abstract Imidazolium‐dithiocarboxylate zwitterions (NHC ⋅ CS 2 ), a novel organocatalyst that derived from N‐heterocyclic carbene (NHC), was used to activate cyclopropenones. Under the catalysis of 10 mol% NHC 2, range phenols, alcohols, primary and secondary amines react with cyclopropenones produce trisubstituted α , β ‐unsaturated esters amides in 46–95% yield. More than 68 products, including 7 natural product derivatives have been synthesized through this method. Mechanism study showed act as Lewis base C=C double bond trigger ring‐opening reaction. HRMS analysis indicated formation key adduct cyclopropenone. importantly, demonstrated completely different catalytic activity catalysts, latter one cannot catalyse these reactions.

Язык: Английский

Процитировано

0
Palladium-Catalyzed Regioselective [3 + 2] Annulation with N-Allenamides at the Proximal C═C Bond: Synthesis of γ-Amino-α′-methylenecyclopentenones DOI
Yidong Wang,

Hang Zhou,

Yan Sun

и другие.

Organic Letters, Год журнала: 2025, Номер unknown

Опубликована: Апрель 10, 2025

A palladium-catalyzed [3 + 2] cycloaddition of cyclopropenones with N-allenamides has been developed. This methodology facilitates the synthesis γ-amino-α'-methylenecyclopentenones in moderate to excellent yields good regioselectivity and compatibility various functional groups. The employment as versatile 2C synthons enables simultaneous incorporation both a nitrogen atom methylene group into cyclopentenones. Furthermore, this approach exhibits reverse when compared general allenes. Density theory calculations successfully elucidated origin observed regioselectivity.

Язык: Английский

Процитировано

0
Palladium-catalyzed sequential [3+2] cyclization/C-H activation of o-iodostyrenes with cyclopropenones as C2 synthons DOI
Jie Sun, Shaojie Zhang,

Ruixue Wang

и другие.

Chemical Communications, Год журнала: 2025, Номер unknown

Опубликована: Янв. 1, 2025

A novel palladium-catalyzed synthesis of diverse dihydroindeno[2,1- a ]indenes by the sequential [3+2] cyclization/C–H activation o -iodostyrenes with cyclopropenones as C2 synthons is presented.

Язык: Английский

Процитировано

0
Phosphine-catalyzed reaction of cyclopropenones with water: divergent synthesis of highly functionalized γ-butenolides, trisubstituted α,β-unsaturated acids and anhydride DOI
Fujuan Li, Dan Yang,

Hongyan Qu

и другие.

Organic & Biomolecular Chemistry, Год журнала: 2025, Номер unknown

Опубликована: Янв. 1, 2025

A catalyst-regulated phosphine-catalyzed reaction involving cyclopropenones and water has been realized, which can be utilized for the preparation of γ-butenolides trisubstituted α,β-unsaturated acids.

Язык: Английский

Процитировано

0