Copper and l-(−)-quebrachitol catalyzed hydroxylation and amination of aryl halides under air

Liang, Xinjie; Li, Hui; Du, Fangyu; Zhang, Yongsheng; Dong, Jinhua; Bao, Xiaoyi; Wu, Ying; Chen, Guoliang

doi:10.1016/j.tetlet.2020.152222

Cited by 7 publications

(3 citation statements)

References 18 publications

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“…Methylated monosaccharide quebrachitol was successfully tested as the ligand of choice using Cu 2 O and NaOH for effective hydroxylation of aryl iodides in boiling water or aq. ethanol on air [85].…”

Section: Cu-catalyzed Syntheses Of Phenolsmentioning

confidence: 99%

“…Application of water as an eco-friendly solvent enables not only utilization of common water-soluble bases such as sodium or potassium hydroxides or carbonates and sometimes even saccharides or glycolic acid as the suitable ligands but also utilization of water as the source of the nucleophile. For these purposes, aqueous solutions of dimethyl sulfoxide (DMSO) serve as the bio-based organic and with water fully miscible solvent [81][82][83][84][85].…”

Section: Cu-catalyzed Syntheses Of Phenolsmentioning

confidence: 99%

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The Influence of Copper on Halogenation/Dehalogenation Reactions of Aromatic Compounds and Its Role in the Destruction of Polyhalogenated Aromatic Contaminants

Weidlich

2021

Catalysts

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The effect of copper and its compounds on halogenation and dehalogenation of aromatic compounds will be discussed in the proposed article. Cu oxidized to appropriate halides is an effective halogenation catalyst not only for the synthesis of halogenated benzenes or their derivatives as desired organic fine chemicals, but is also an effective catalyst for the undesirable formation of thermodynamically stable and very toxic polychlorinated and polybrominated aromatic compounds such as polychlorinated biphenyls, dibenzo-p-dioxins and dibenzofurans accompanied incineration of waste contaminated with halogenated compounds or even inorganic halides. With appropriate change in reaction conditions, copper and its alloys or oxides are also able to effectively catalyze dehalogenation reactions, as will be presented in this review.

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Section: Cu-catalyzed Syntheses Of Phenolsmentioning

confidence: 99%

Section: Cu-catalyzed Syntheses Of Phenolsmentioning

confidence: 99%

The Influence of Copper on Halogenation/Dehalogenation Reactions of Aromatic Compounds and Its Role in the Destruction of Polyhalogenated Aromatic Contaminants

Weidlich

2021

Catalysts

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“…Using these catalysts, all major HCAs and methoxycinnamic acids were synthesized ( Figure 3 ). The reaction of aryl iodides in NaOH (aq) with copper as a catalyst and l-(−)-quebrachitol as a ligand ( Figure 3 ) afforded ferulic, isoferulic and 3- and 4-coumaric acids in high yields [ 70 ]. Another interesting approach was combining microwave and ultrasound irradiation to accelerate the Knoevenagel–Doebner reaction in aqueous media [ 71 ].…”

Section: Synthesis and Properties Of Natural And Synthetic Hydroxymentioning

confidence: 99%

Natural and Synthetic Derivatives of Hydroxycinnamic Acid Modulating the Pathological Transformation of Amyloidogenic Proteins

et al. 2020

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This review presents the main properties of hydroxycinnamic acid (HCA) derivatives and their potential application as agents for the prevention and treatment of neurodegenerative diseases. It is partially focused on the successful use of these compounds as inhibitors of amyloidogenic transformation of proteins. Firstly, the prerequisites for the emergence of interest in HCA derivatives, including natural compounds, are described. A separate section is devoted to synthesis and properties of HCA derivatives. Then, the results of molecular modeling of HCA derivatives with prion protein as well as with α-synuclein fibrils are summarized, followed by detailed analysis of the experiments on the effect of natural and synthetic HCA derivatives, as well as structurally similar phenylacetic and benzoic acid derivatives, on the pathological transformation of prion protein and α-synuclein. The ability of HCA derivatives to prevent amyloid transformation of some amyloidogenic proteins, and their presence not only in food products but also as natural metabolites in human blood and tissues, makes them promising for the prevention and treatment of neurodegenerative diseases of amyloid nature.

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L-quebrachitol extracted from industrial rubber serum: a study on its antioxidant activities and bone mineral density enhancing functions

et al. 2023

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Copper and l-(−)-quebrachitol catalyzed hydroxylation and amination of aryl halides under air

Cited by 7 publications

References 18 publications

The Influence of Copper on Halogenation/Dehalogenation Reactions of Aromatic Compounds and Its Role in the Destruction of Polyhalogenated Aromatic Contaminants

The Influence of Copper on Halogenation/Dehalogenation Reactions of Aromatic Compounds and Its Role in the Destruction of Polyhalogenated Aromatic Contaminants

Natural and Synthetic Derivatives of Hydroxycinnamic Acid Modulating the Pathological Transformation of Amyloidogenic Proteins

L-quebrachitol extracted from industrial rubber serum: a study on its antioxidant activities and bone mineral density enhancing functions

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