A Green Alternative for the Conversion of Arylboronic Acids/Esters into Phenols Promoted by a Reducing Agent, Sodium Sulfite

Castro‐Godoy, Willber D.; Schmidt, Luciana C.; Argüello, Juan E.

doi:10.1002/ejoc.201900311

Cited by 23 publications

(23 citation statements)

References 55 publications

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“…Very recently, Schmidt and Argüello reported a sodium sulfite promoted conversion of aryl boronic acids/esters to phenols (Scheme ) . Taking advantage of the reducing property of Na 2 SO 3 , reactive oxygen species was generated in aqueous medium.…”

Section: Catalyst‐free Conversion Of Aryl Boronic Compounds To Phementioning

confidence: 99%

Recent Advances in Green Synthesis of Functionalized Phenols from Aromatic Boronic Compounds

et al. 2019

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Phenol and its derivatives are fundamental building blocks in organic synthesis and materials science. Over the past decades, tremendous attention has been paid to construct functionalized phenols, and various methods have been developed. Owing to the high efficiency and mild reaction conditions, synthesis of phenols from the hydroxylation of aryl boronic compounds has been emerging as a promising approach. In this review, we summarize the progress using aryl boronic compounds as starting reagents to synthesize phenol deriva- [a]

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Section: Catalyst‐free Conversion Of Aryl Boronic Compounds To Phementioning

confidence: 99%

Recent Advances in Green Synthesis of Functionalized Phenols from Aromatic Boronic Compounds

et al. 2019

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“…Recently, several environmentally friendly methods have been reported to avoid the use of potentially toxic metal-catalysts. [18][19] However, in most cases, longer reaction times and complex reaction systems were necessary. Herein, we report a catalyst-free condition for the transformation of aryl boronic acids to substituted phenols by using H2O2 as oxidant and solvent.…”

Section: Introductionmentioning

confidence: 99%

Catalyst-free rapid conversion of arylboronic acids to phenols under green condition

Dong¹,

Pan²,

Liu³

2021

Arkivoc

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A catalyst-free and solvent-free method for the oxidative hydroxylation of aryl boronic acids to corresponding phenols with hydrogen peroxide as the oxidizing agent was developed. The reactions could be performed under green condition at room temperature within very short reaction time. 99% yield of phenol could be achieved in only 1 min. A series of different arenes substituted aryl boronic acids were further carried out in the hydroxylation reaction with excellent yield. It was worth nothing that the reaction could completed within 1 min in all cases in the presence of ethanol as co-solvent.

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“…The synthesis of phenols has received much attention in recent studies because of its importance as a starting material and structural constituent of pharmaceuticals, polymers, versatile intermediate building blocks [14] and natural products [15][16][17]. Mulakayala et al reported the preparation of phenols from aryl boronic acids by treatment with hydrogen peroxide in the presence of Amberlite IR-120 resin; the reaction was conducted at room temperature in the absence of an organic solvent [18].…”

Section: Introductionmentioning

confidence: 99%

Oxidative Hydroxylation of Aryl Boronic Acid Catalyzed by Co-porphyrin Complexes via Blue-Light Irradiation

Atia

Kimura

2020

Catalysts

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Oxidative reactions often require unstable and environmentally harmful oxidants; therefore, the investigation of safer alternatives is urgent. Here, the hydroxylation of aryl boronic acid in the presence of Co-complexes is demonstrated. Tetrakis(4-carboxyphenyl) Co(II)-porphyrin was combined with biodegradable polymers such as chitosan catalyzed hydroxylation of phenyl boronic acids to form phenol derivatives under blue-light irradiation. This catalytic system can be used as an eco-friendly oxidation process that does not release oxidizing agents into the atmosphere.

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A Green Alternative for the Conversion of Arylboronic Acids/Esters into Phenols Promoted by a Reducing Agent, Sodium Sulfite

Cited by 23 publications

References 55 publications

Recent Advances in Green Synthesis of Functionalized Phenols from Aromatic Boronic Compounds

Recent Advances in Green Synthesis of Functionalized Phenols from Aromatic Boronic Compounds

Catalyst-free rapid conversion of arylboronic acids to phenols under green condition

Oxidative Hydroxylation of Aryl Boronic Acid Catalyzed by Co-porphyrin Complexes via Blue-Light Irradiation

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