Synergistic Palladium/Silver/Ligand Catalysis for C−H Alkenylation of 2,1,3‐Benzofused Heterodiazoles

Advanced Synthesis & Catalysis, Год журнала: 2024, Номер unknown

Опубликована: Ноя. 18, 2024

Abstract The combination of palladium and silver complexes has emerged as a bimetallic catalytic system in C−H activation, frequently outperforming palladium‐only systems. Beyond the conventional roles (I) salts serving oxidants, halide scavengers, Lewis acids, Pd−Ag synergism been shown to facilitate cleavage. In this study, we explore incorporation pyrazolopyridone (PzPyOH) ligand into system, which together promote both cleavage migratory insertion processes. This synergistic approach enables dehydrogenative alkenylations at C4 position 2,1,3‐benzothiadiazole, 2,1,3‐benzoxadiazole, 2,1,3‐benzotriazole with alkenes. These results demonstrate potential combining novel ligands heterobimetallic systems other elementary steps beyond cleavage, suggesting their broader applicability functionalization.

Язык: Английский

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One‐Pot Manganese (I)‐Catalyzed Oxidant‐Controlled Divergent Functionalization of 2‐Arylindazoles

Chemistry - A European Journal, Год журнала: 2023, Номер 30(4)

Опубликована: Окт. 23, 2023

The oxidant-controlled divergent synthesis of C-2' formyl 2H-indazoles and indazoloindazolediones has been developed through Mn(I)- catalyzed ortho C-H functionalization with para-formaldehyde to afford hydroxymethylated subsequently oxidation varying the amount DDQ in one-pot. By employing selectfluor as oxidant instead DDQ, this reaction exclusively provided indazolebenzoxazine derivatives. This strategy delivered unsymmetrical indazoloindazoledione indazolobenzoxazine varied functional group tolerance moderate good yields.

Язык: Английский

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Facile synthesis of chiral 2-functionalized tetrahydroquinolines via Pd/Cu-catalyzed cascade γ-C(sp³)–H arylation/C–N coupling of amides derived from amino acids and their derivatives

Organic Chemistry Frontiers, Год журнала: 2023, Номер 10(17), С. 4388 - 4393

Опубликована: Янв. 1, 2023

We successfully explored a one-pot strategy to synthesize valuable chiral 2-functionalized tetrahydroquinoline motifs through the precise modification of amides derived from commercially available natural amino acids.

Язык: Английский

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Ligand‐Enabled Double γ‐C(sp³)−H Functionalization of Aliphatic Acids: One‐Step Synthesis of γ‐Arylated γ‐Lactones

Angewandte Chemie, Год журнала: 2023, Номер 135(49)

Опубликована: Окт. 18, 2023

Abstract γ‐methylene C(sp 3 )−H functionalization of linear free carboxylic acids remains a significant challenge. Here in we report Pd(II)‐catalyzed tandem γ‐arylation and γ‐lactonization aliphatic enabled by L,X‐type CarboxPyridone ligand. A wide range γ‐arylated γ‐lactones are synthesized single step from moderate to good yield. Arylated lactones can readily be converted into disubstituted tetrahydrofurans, prominent scaffold amongst bioactive molecules.

Язык: Английский

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Trendbericht Organische Chemie 2024

Nachrichten aus der Chemie, Год журнала: 2024, Номер 72(3), С. 44 - 67

Опубликована: Фев. 29, 2024

Abstract Unter anderem das hat die Organik im letzten Jahr bewegt: milde Oxidation mit Elektrochemie, zu enantiomerenreinen Sulfonylverbindungen, Flüssigkristallphasen erkennen maschinellem Lernen, CO 2 reagiert Succinat und Carbamaten, eine Alternative Bisphenol A, Subporphyrine, photoschaltbare Spinmaterialien, photochemische Thiophen‐Ringerweiterung, Peptide werden Bor versehen cyclisiert. Die Zusammenstellung des Trendberichts koordiniert Martin Breugst, Universität Chemnitz.

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