Copper-catalyzed Hydroxylation Of Aryl Halides Research Articles

Dimethylglyoxime as an efficient ligand for copper-catalyzed hydroxylation of aryl halides

The CuI/dimethylglyoxime (CuI/DMG) catalyzed direct hydroxylation of aryl iodides with CsOH takes place at $$120{\,^{\circ }}\hbox {C}$$ in a mixed solvent system (DMSO– $$\hbox {H}_{2}\hbox {O}$$ ,1:1), afforded the corresponding phenols in good to excellent yield. Aryl bromides are found to be less reactive than aryl iodides under these reaction conditions. SYNOPSIS. (CuI/DMG) catalyzed synthesis of phenol from aryl iodide and aryl bromide in presence of mixed solvents ( $$\hbox {H}_{2}\hbox {O}$$ : DMSO) is reported in this paper. This protocol is general, economical, easy and convenient for transformation of aryl iodides and bromides to substituted phenols under mild reaction conditions.

Copper-catalyzed hydroxylation of aryl halides: efficient synthesis of phenols, alkyl aryl ethers and benzofuran derivatives in neat water

An efficient catalytic protocol for hydroxylation of aryl halides in water is proposed to prepare phenols, ethers and benzofuran derivatives.

Microwave-assisted copper-catalyzed hydroxylation of aryl halides in water

A simple and efficient protocol for microwave-assisted copper-catalyzed hydroxylation of aryl halides is developed. A variety of phenols can be obtained in moderate to excellent yields of up to 95%. Its application is performed to synthesize 2,3-dihydroxy-1,4-naphthoquinone, which displays significant anti-proliferation effect.

Copper-Catalyzed Hydroxylation of Aryl Halides with Tetrabutylammonium Hydroxide: Synthesis of Substituted Phenols and Alkyl Aryl Ethers

The selective hydroxylation of aryl iodides and aryl bromideswith tetrabutylammonium hydroxide pentahydrate is described. Forthis, the combination of copper(I) iodide and 8-hydroxyquinaldineat 70-130 ˚C in a mixture of dimethylsulfoxide and water (2:3) is used. The resultant phenols can bereadily reacted with alkyl and allyl halides in situ to providethe corresponding alkyl or allyl aryl ethers in high yields. Thereactions are simple, general, and efficient, affording substitutedphenols and alkyl aryl ethers under aerobic conditions.

Lithium pipecolinate as a facile and efficient ligand for copper-catalyzed hydroxylation of aryl halides in water

Direct hydroxylation of a wide scope of aryl halides was catalyzed by a combination of CuI and lithium pipecolinate in water with yields up to 92%.