Synthesis Of Aryl Ketones Research Articles

Microwave Heated Continuous Flow Palladium(II)-Catalyzed Desulfitative Synthesis of Aryl Ketones

A protocol for Pd(II)-catalyzed desulfitative synthesis of aryl ketones from sodium aryl sulfinates and nitriles in continuous flow has been developed. The reactions proceed with microwave heating using microwave transparent tube reactors, affording the desired aryl ketones in fair to good yields. Microwave transparent aluminum oxide reactors were identified as a safe and thermostable alternative to borosilicate glass reactors.

One-Pot Synthesis of Arylketones from Aromatic Acids via Palladium-Catalyzed Suzuki Coupling.

A palladium-catalyzed one-pot procedure for the synthesis of aryl ketones has been developed. Triazine esters when coupled with aryl boronic acids provided aryl ketones in moderate to excellent yields (up to 95%) in the presence of 1 mol % Pd(PPh3)2Cl2 for 30 min.

ChemInform Abstract: Metal‐Free, Visible‐Light‐Mediated Transformation of Aryl Diazonium Salts and (Hetero)arenes: An Efficient Route to Aryl Ketones.

A visible-light-catalyzed synthesis of aryl ketones from aryldiazonium salts, CO and (hetero)arenes at room temperature is discovered. This transformation represents an efficient and attractive synthetic utilization of aryl diazonium salts.

Palladium-Catalyzed Synthesis of Aryl Ketones from Amides

Palladium-Catalyzed Synthesis of Aryl Ketones from Amides

ChemInform Abstract: Rhodium‐Catalyzed Synthesis of Aryl Ketones from Carboxylic Acid Anhydrides and Potassium Aryltrifluoroborates in the Presence of CuI.

AbstractAliphatic carboxylic anhydrides do not react with potassium phenyltrifluoroborate under the reaction conditions.

ChemInform Abstract: Alkyl—Aryl Ketone Synthesis via Nickel‐Catalyzed Reductive Coupling of Alkyl Halides with Aryl Acids and Anhydrides.

AbstractA series of ketones (III) and (V) is readily prepared by a Ni‐catalyzed reductive coupling of halides (I) and (IV) with aryl acids (II).

ChemInform Abstract: Benzyl Bromides as Aroyl Surrogates in Substrate Directed Pd Catalyzed O‐Aroylation.

AbstractA convenient and efficient method for the synthesis of aryl ketones via Pd‐catalyzed ortho‐C—H activation of 2‐arylpyridines and benzo[h]quinoline using commercially available aryl bromides is developed.

Rhodium-catalyzed synthesis of aryl ketones from carboxylic acid anhydrides and potassium aryltrifluoroborates in the presence of CuI

A new rhodium-catalyzed cross-coupling of carboxylic acid anhydrides and potassium aryltrifluoroborates was described. In this system CuI played a very important role. Various functionalities were compatible in the reaction, and the desired products were obtained in good to excellent yields. A mechanism of this reaction using a Rh(I) model catalyst have also been proposed.

ChemInform Abstract: Palladium(II)‐Catalyzed Desulfitative Synthesis of Aryl Ketones from Sodium Arylsulfinates and Nitriles: Scope, Limitations, and Mechanistic Studies.

ChemInform Abstract: Palladium(II)‐Catalyzed Desulfitative Synthesis of Aryl Ketones from Sodium Arylsulfinates and Nitriles: Scope, Limitations, and Mechanistic Studies.

Nickel N-heterocyclic carbene catalyzed C-C bond formation: a new route to aryl ketones.

A novel nickel N-heterocyclic carbene catalyzed cross-coupling reaction of aryl aldehydes with boronic esters for the synthesis of aryl ketones was developed. This reaction provides a mild, practical method toward aryl ketones, which are versatile intermediates and building blocks in organic synthesis.

ChemInform Abstract: Ligand‐Free Pd/Cu‐Catalyzed Decarboxylative Coupling of Aryl Iodides with α‐Oxocarboxylates.

AbstractAn attractive alternative to traditional cross‐coupling approaches for aryl ketone synthesis with wide functional group tolerance is developed.

Metal-free, visible-light-mediated transformation of aryl diazonium salts and (hetero)arenes: an efficient route to aryl ketones

A visible-light promoted transformation of aryl diazonium salts and (hetero)arenes for the synthesis of aryl ketones under base-free and metal-free conditions is described.

Alkyl-aryl ketone synthesis via nickel-catalyzed reductive coupling of alkyl halides with aryl acids and anhydrides.

The present work disclosed a considerably improved method for the construction of alkyl-aryl ketones by the direct coupling of unactivated alkyl bromides with 1.5 equiv. of acids. In addition, the synthesis of aroyl C-glycosides was first achieved by the reductive coupling of 1-glycosyl bromides with acid derivatives, which may otherwise require multi-step synthesis.

Palladium catalyzed addition of arylboronic acid or indole to nitriles: synthesis of aryl ketones

Aryl ketones can be synthesized conveniently by a palladium catalyzed addition of arylboronic acid to nitriles in aqueous triflic acid. This catalytic system was extended to the addition of unprotected indoles to nitriles under a slightly modified condition to produce 3-acyl indoles in good yields.

Palladium(II)-catalyzed desulfitative synthesis of aryl ketones from sodium arylsulfinates and nitriles: scope, limitations, and mechanistic studies.

A fast and efficient protocol for the palladium(II)-catalyzed production of aryl ketones from sodium arylsulfinates and various organic nitriles under controlled microwave irradiation has been developed. The wide scope of the reaction has been demonstrated by combining 14 sodium arylsulfinates and 21 nitriles to give 55 examples of aryl ketones. One additional example illustrated that, through the choice of the nitrile reactant, benzofurans are also accessible. The reaction mechanism was investigated by electrospray ionization mass spectrometry and DFT calculations. The desulfitative synthesis of aryl ketones from nitriles was also compared to the corresponding transformation starting from benzoic acids. Comparison of the energy profiles indicates that the free energy requirement for decarboxylation of 2,6-dimethoxybenzoic acid and especially benzoic acid is higher than the corresponding desulfitative process for generating the key aryl palladium intermediate. The palladium(II) intermediates detected by ESI-MS and the DFT calculations provide a detailed understanding of the catalytic cycle.

ChemInform Abstract: An Improved Palladium(II)‐Catalyzed Method for the Synthesis of Aryl Ketones from Aryl Carboxylic Acids and Organonitriles.

ChemInform Abstract: An Improved Palladium(II)‐Catalyzed Method for the Synthesis of Aryl Ketones from Aryl Carboxylic Acids and Organonitriles.

An improved palladium(II)-catalyzed method for the synthesis of aryl ketones from aryl carboxylic acids and organonitriles

A palladium(II)-catalyzed decarboxylative protocol for the synthesis of aryl ketones has been developed. The addition of TFA was shown to improve the reaction yield and employing THF as solvent enabled the use of solid nitriles and in only a small excess. Using this method, five different benzoic acids reacted with a wide range of nitriles to produce 29 diverse (hetero)aryl ketone derivatives in up to 94% yield.

Improvement of the Friedel–Crafts benzoylation by using bismuth trifluoromethanesulfonate in 1-butyl-3-methylimidazolium trifluoromethanesulfonate ionic liquid under microwave irradiation

Bismuth trifluoromethanesulfonate (bismuth triflate) catalyzed the Friedel–Crafts benzoylation of activated aromatic compounds when dissolved in 1-butyl-3-methylimidazolium trifluoromethanesulfonate ([BMIM]OTf) ionic liquid. Immobilization of bismuth triflate (5mol%) in [BMIM]OTf allowed the synthesis of aryl ketones in good to excellent yields with short reaction times under microwave irradiation. This catalytic system was easily recovered and reused several times without any significant loss of the activity.

Friedel–Crafts acylation using bismuth triflate in [BMI][PF6

Bismuth trifluoromethanesulfonate was found to be a good catalyst for the Friedel–Crafts acylation. Bismuth triflate immobilized in an ionic liquid was the most efficient catalytic system. Bismuth triflate in [BMI][PF6] catalyzes this reaction under microwave irradiation allowing the rapid synthesis of aryl ketones in excellent yields. The catalyst system was easily recovered and reused several times.

ChemInform Abstract: Direct Synthesis of Aryl Ketones by Palladium‐Catalyzed Desulfinative Addition of Sodium Sulfinates to Nitriles.

ChemInform Abstract: Direct Synthesis of Aryl Ketones by Palladium‐Catalyzed Desulfinative Addition of Sodium Sulfinates to Nitriles.