An account on selective functionalization of C(sp3)-H bonds by oxidative cross dehydrogenative coupling (CDC) reactions under transition-metal free condition

Sustainable Chemistry and Pharmacy, Год журнала: 2025, Номер 44, С. 101955 - 101955

Опубликована: Фев. 26, 2025

Язык: Английский

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Cascade in Situ Iodination, Chromone Annulation, and Cyanation for Site-Selective Synthesis of 2-Cyanochromones

The Journal of Organic Chemistry, Год журнала: 2023, Номер 88(6), С. 4017 - 4023

Опубликована: Март 2, 2023

A facile cascade reaction for the site selective synthesis of 2-cyanochromones is described. By using simple o-hydroxyphenyl enaminones and potassium ferrocyanide trihydrate (K4[Fe(CN)6]3·3H2O) as starting materials I2/AlCl3 promoters, products are furnished via tandem chromone ring formation C–H cyanation. The in situ 3-iodochromone a formal 1,2-hydrogen atom transfer (HAT) process account unconventional selectivity. In addition, 2-cyanoquinolin-4-one has been realized by employing corresponding 2-aminophenyl enaminone substrate.

Язык: Английский

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An update on the advances in chromone and the derivatives synthesis based on the key chromone annulation of o-hydroxyaryl enaminones

Chinese Chemical Letters, Год журнала: 2024, Номер unknown, С. 110784 - 110784

Опубликована: Дек. 1, 2024

Язык: Английский

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An in‐depth exploration of six decades of the Kröhnke pyridine synthesis – a review

Chemistry - A European Journal, Год журнала: 2024, Номер 30(47)

Опубликована: Авг. 2, 2024

Abstract The Kröhnke Pyridine Synthesis has been discovered about six decades ago (1961), by Fritz and Wilfried Zecher at the University of Giessen. original method involved reaction α‐pyridinium methyl ketone salts with α,β‐unsaturated carbonyl compounds in presence a nitrogen source, frequently ammonium acetate. Since its discovery, methodology demonstrated to be suitable for preparation mono‐, di‐, tri‐ tetra‐pyridines, important applications several research fields. Over years, number modifications approach have developed reported, enabling broad applicability these methods even modern days, also synthesis non‐pyridine compounds. In this critical tutorial review, we will thoroughly explore discuss potential method, refinements that made over as well some arising from each type pyridine and/or produced Kröhnke's approach.

Язык: Английский

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Recent advances in the synthesis of chromenone fused pyrrolo[2,1-a]isoquinoline derivatives

New Journal of Chemistry, Год журнала: 2023, Номер 47(48), С. 22246 - 22268

Опубликована: Янв. 1, 2023

This review, from 2016 to 2022, summarizes advances in the synthesis of 2- and 4-chromenones fused five-membered ring pyrrolo[2,1- a ]isoquinolines diverse orientations highlighting modes construction by classical transition metal-catalyzed methods.

Язык: Английский

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Recent advances in the synthesis of N-fused heterocycles from N-aroylmethylpyrrole-2-carboxaldehyde derivatives via annulative functionalization strategies

Tetrahedron, Год журнала: 2023, Номер 151, С. 133787 - 133787

Опубликована: Дек. 19, 2023

Язык: Английский

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Silver-catalysed three-component reactions of alkynyl aryl ketones, element selenium, and boronic acids leading to 3-organoselenylchromones

Organic & Biomolecular Chemistry, Год журнала: 2022, Номер 20(25), С. 5104 - 5114

Опубликована: Янв. 1, 2022

An Ag-catalysed three-component reaction of alkynyl aryl ketones bearing an ortho -methoxy group, element selenium, and arylboronic acid, providing a facile route to selenofunctionalized chromone products has been investigated.

Язык: Английский

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Synthesis of 2,3-heterofused chromones, hetero analogues of xanthone

Russian Chemical Bulletin, Год журнала: 2022, Номер 71(11), С. 2285 - 2309

Опубликована: Ноя. 1, 2022

Язык: Английский

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tert-Butyl Nitrite-Induced Radical Nitrile Oxidation Cycloaddition: Synthesis of Isoxazole/Isoxazoline-Fused Benzo 6/7/8-membered Oxacyclic Ketones

Molecules, Год журнала: 2024, Номер 29(6), С. 1202 - 1202

Опубликована: Март 7, 2024

A practical metal-free and additive-free approach for the synthesis of 6/7/8-membered oxacyclic ketone-fused isoxazoles/isoxazolines tetracyclic or tricyclic structures is reported through Csp3–H bond radical nitrile oxidation intramolecular cycloaddition alkenyl/alkynyl-substituted aryl methyl ketones. This convenient enables simultaneous formation isoxazole/isoxazoline ketones to form polycyclic architectures by using tert-butyl nitrite (TBN) as a non-metallic initiator N–O fragment donor.

Язык: Английский

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Recent Advances in the Development of Indolizine Scaffolds: Synthetic Methodology and Mechanistic Insights

Chinese Journal of Chemistry, Год журнала: 2024, Номер unknown

Опубликована: Ноя. 20, 2024

Comprehensive Summary Indolizine is a nitrogen‐containing heterocycle with strong aromaticity, possessing delocalized 10π‐electron system. Based on the indolizine scaffolds, numerous molecules biological activity and organic functional materials have been synthesized. Since 2016, over 110 papers published synthesis of but reviews synthesizing scaffolds incomplete not up‐to‐date. Herein, from perspective structure combination pyrrole pyridine ring, we focus construction through diversity starting substrates, including derivatives (N1‐substituted pyridinium salt derivatives, C2‐substituted N1‐ C2‐free substituted derivatives), unoriginal ring substrates. Furthermore, corresponding reaction mechanisms synthetic methodologies are also elaborated. Therefore, this review only paves way for provides insight into exploring new modes constructing heterocycles. Key Scientists was discovered by Angeli in 1890 first prepared Scholtz 1912 α‐picoline acetic anhydride. A general approach developed Chichibabin 1927, that practical value preparation 2‐alkyl‐ or 2‐arylindolizines. The closure quaternary halides. At begining 21st century, Basavaiah introduced dimension Baylis‐Hillman chemistry leading to novel facile convenient methodology one‐pot operation. In 2010, Barluenga reported Cu(I)‐catalyzed regioselective [3+2] cyclization unsubstituted pyridines toward alkenyldiazoacetates functionalized successful example metal‐catalyzed π‐deficient heterocyclic system alkenyldiazo compounds. 2019 2022, Xi Liu exploited methods non‐pyridine as synthesize indolizines, respectively. Guo an environmentally benign electrooxidative formyl‐ acyl‐substituted indolizines.

Язык: Английский

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