2835-78-1Relevant articles and documents
Preparation of m-acylaniline derivatives by the reaction of tricarbonyl(cyclohexadienone O-benzyloxime)iron complex and higher order cuprates
Ban, Soo Ho,Hayashi, Yujiro,Narasaka, Koichi
, p. 393 - 394 (1998)
Reaction of tricarbonyl[(2,3,4,5-η)-2,4-cyclohexadien-1-one O-benzyloxime]iron and organocuprates, followed by the treatment with acetic anhydride and carbon monoxide, affords [(1,2,3,4-η)-1-(N-acetoxy-N-benzyloxyamino)-5-endo-acyl-1,3-cyclohexadiene] tri
Chemoselective generation of acyl phosphates, acylium ion equivalents, from carboxylic acids and an organophosphate ester in the presence of a Br?nsted acid
Sumita, Akinari,Otani, Yuko,Ohwada, Tomohiko
supporting information, p. 1482 - 1485 (2017/02/05)
We describe the chemoselective conversion of carboxylic acids to functional aromatic ketones promoted by a tailored organophosphate ester in the presence of a Br?nsted acid. The protonated phosphate ester reacts with the carboxylic acid to form acyl phosphate, which reacts with benzenes to give aromatic ketones, probably through the acylium ion or its equivalent. The reaction time is short even at room temperature, and the reaction is compatible with various other functional groups, including amines, olefins, esters, amides and nitriles.
Carbonylative Suzuki coupling reactions of aryl iodides with arylboronic acids over Pd/SiC
Cui, Yanli,Guo, Xiaoning,Wang, Yingyong,Guo, Xiangyun
, p. 322 - 327 (2015/09/28)
High surface area SiC has been used to prepare a Pd/SiC catalyst using the liquid reduction method, and the resulting catalyst was used for the carbonylative Suzuki coupling reaction of aryl iodides with arylboronic acids. The catalyst was also characterized by X-ray diffraction, inductively coupled plasma-mass spectroscopy and high-resolution transmission electron microscopy. The results of these analyses showed that homogeneous Pd nanoparticles with a mean diameter of 2.8 nm were uniformly dispersed on the SiC surface. Optimization of the reaction conditions for the carbonylative Suzuki coupling reaction, including the solvent, base, pressure, temperature and reaction time, revealed that the model reaction of iodobenzene (1.0 mmol) with phenylboronic acid (1.5 mmol) could reach 90% conversion with a selectivity of 99% towards the diphenyl ketone using 3 wt% Pd/SiC under 1.0 MPa of CO pressure at 100 °C for 8 h with K2CO3 (3.0 mmol) as the base and anisole as the solvent. The Pd/SiC catalyst exhibited broad substrate scope towards the carbonylative Suzuki coupling reaction of aryl iodides with arylboronic acids bearing a variety of different substituents. Furthermore, the Pd/SiC catalyst exhibited good recyclability properties and could be recovered and reused up to five times with the conversion of iodobenzene decreasing only slightly from 90% to 76%. The decrease in the catalytic activity after five rounds was attributed to the loss of active Pd during the organic reaction.
