Amidate ion-mediated intramolecular ring transformation of 2-pyrones to 2-pyridones

Article Chemistry, Organic

Formamidine-Induced Translocative Rearrangement of 2-Pyrones to 2-Pyridone Analogues with a 1,5-Diketo Motif

Rajan Kumar et al.

Summary: A new formamidine-induced translocative rearrangement was discovered, which converted 2-pyrone analogues into 2-pyridone derivatives with a 1,5-diketo motif. Spectroscopic analysis verified the characterization of all the products. Additionally, two molecules were subjected to single-crystal X-ray structural studies.

SYNLETT (2023)

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Article Chemistry, Medicinal

A score years' update in the synthesis and biological evaluation of medicinally important 2-pyridones

Sarita Sangwan et al.

Summary: The 2-pyridone core structure is abundant in biologically important natural products and has diverse biological activities. This review assesses the biological pursuits of 2-pyridone compounds and provides an overview of the synthesis and biological activity of medicinally active 2-pyridones in the past two decades.

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY (2022)

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Review Chemistry, Multidisciplinary

Recent Advances of Pyridinone in Medicinal Chemistry

Shibo Lin et al.

Summary: Pyridinones have emerged as an important component in medicinal chemistry, serving as both hydrogen bond donors and acceptors. Their physicochemical properties can be controlled through synthetic routes, allowing for diverse applications in drug design, biomolecular mimetics, and kinase hinge-binding motifs. Furthermore, pyridinone derivatives exhibit various biological activities, making them valuable in drug discovery.

FRONTIERS IN CHEMISTRY (2022)

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Article Chemistry, Organic

Microwave-assisted decarboxylation of 2H-Pyran-3-carboxylic acid derivatives under basic condition

Uttam Kumar Mishra et al.

Summary: In this study, a highly efficient microwave-assisted hydrodecarboxylation method was reported for the synthesis of 4-(methylthio)-6-aryl-2H-pyran-2-ones. The method exhibited high yield and selectivity for the decarboxylation reaction.

JOURNAL OF HETEROCYCLIC CHEMISTRY (2022)

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Review Chemistry, Organic

2-Pyrone - A Privileged Heterocycle and Widespread Motif in Nature

Daniel Dobler et al.

Summary: The 2-pyrone moiety is found in many natural products with diverse biological activities, making it a valuable synthetic precursor. Its heterocyclic structure allows for various transformations. Research on the synthesis and transformations of 2-pyrones has gained significant attention in the past decade, showcasing different strategies and utilizing readily available starting materials, particularly those from renewable resources.

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY (2021)

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Article Chemistry, Organic

A Mild and Highly Diastereoselective Preparation of N-Alkenyl-2-Pyridones via 2-Halopyridinium Salts and Aldehydes

Grant N. Shivers et al.

Summary: This experiment presents a straightforward method for the preparation of N-alkenyl-2-pyridones in one pot, utilizing easily available reagents. The reaction displays high diastereoselectivity and tolerance towards a variety of aldehyde reaction partners. Furthermore, the resulting pyridone products are versatile and can be further manipulated to form N-alkyl pyridones and polycyclic ring systems.

JOURNAL OF ORGANIC CHEMISTRY (2021)

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Article Chemistry, Organic

Diels-Alder reactions of 1-amino-1,3-dienes and related systems

Carmen Najera et al.

Summary: This paper explores the Diels-Alder reactions of various 1-amino-1,3-dienes with dienophiles, focusing on the synthesis of polycyclic nitrogen-containing heterocycles, particularly alkaloids. The methodology presented here offers a simple and selective approach to obtaining N-containing heterocyclic compounds in a single step, creating multiple carbon-carbon bonds in a regio-, diastereo-, and enantioselective manner.

TETRAHEDRON (2021)

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Article Chemistry, Applied