Pd-Catalyzed Decarboxylative Negishi Coupling of Zinc Aryl Carboxylates with Arylthianthrenium Salts

Organic Letters, Journal Year: 2025, Volume and Issue: unknown

Published: Feb. 26, 2025

We report a Pd-catalyzed decarboxylative Negishi coupling reaction for efficient biaryl synthesis from various zinc aryl carboxylates, including polyfluorobenzoates and heteroaryl using DMF as the solvent. This mild exhibits broad substrate scope enables late-stage functionalization of bioactive molecules. Mechanistic studies show that DMF-assisted catalyzes decarboxylation polyfluorinated carboxylates to generate arylzinc reagents in situ, which then undergo catalyzed by palladium with arylthianthrenium salts form compounds. Notably, this protocol represents rare example zinc-mediated demonstrates novel strategy preparing easily accessible (hetero)aryl carboxylic acids.

Language: Английский

Stabilization toward air and structure determination of pyrophoric ZnR ₂ compounds via supramolecular encapsulation

Science Advances, Journal Year: 2025, Volume and Issue: 11(17)

Published: April 25, 2025

Dialkylzincs (ZnR 2 , R = Me or Et) are widely used reagents in organic synthesis and materials chemistry. However, at standard conditions, they exist as pyrophoric liquids reacting violently with water dioxygen, thus being dangerous difficult to use daily laboratory work. Here, we show that these zinc dialkyls can be efficiently stabilized toward air by supramolecular encapsulation within a host system based on heteroleptic alkylzinc complexes. The noncovalent immobilization of ZnR molecules the resultant crystalline networks allows their structural characterization new confined environment. great potential reported assemblies is demonstrated efficient separation ZnMe from mixture /ZnEt . approach paves way for original systems capture, stabilization, storage reagents.

Language: Английский

A Review on Functionalization of Benzo‐5,6‐Fused Bicyclic Heteroaromatic Compounds

Chemistry - An Asian Journal, Journal Year: 2024, Volume and Issue: 19(22)

Published: July 16, 2024

Abstract Over the decades, functionalized heteroaromatic compounds and their scaffolds have drawn significant attention in synthetic organic chemistry as well interdisciplinary sciences due to prevalence natural products, hormones, vitamins, applications pharmaceuticals, agrochemicals, veterinary dyes pigments, bio‐imaging, semiconductors, optoelectronics, etc. This review explores various strategies for functionalization of numerous 5,6 benzo‐fused derivatives such indole, benzofuran, benzothiophene, benzimidazole, benzoxazole, benzothiazole benzotriazole through methods including C−H activation, cross‐coupling, metal catalysis, photo‐catalysis, electrocatalysis organocatalysis recent years (2019–2023). Highly heterocyclic are important precursors synthesizing many bioactive drugs like fenbendazole, viozan, griseofulvin, zileuton, flunoxaprofen, optoelectronic materials,

Language: Английский