75474-00-9Relevant academic research and scientific papers
Green and Efficient: Iron-Catalyzed Selective Oxidation of Olefins to Carbonyls with O2
Gonzalez-De-Castro, Angela,Xiao, Jianliang
supporting information, p. 8206 - 8218 (2015/07/15)
A mild and operationally simple iron-catalyzed protocol for the selective aerobic oxidation of aromatic olefins to carbonyl compounds is described. Catalyzed by a Fe(III) species bearing a pyridine bisimidazoline ligand at 1 atm of O2, α- and β-substituted styrenes were cleaved to afford benzaldehydes and aromatic ketones generally in high yields with excellent chemoselectivity and very good functional group tolerance, including those containing radical-sensitive groups. With α-halo-substituted styrenes, the oxidation took place with concomitant halide migration to afford α-halo acetophenones. Various observations have been made, pointing to a mechanism in which both molecular oxygen and the olefinic substrate coordinate to the iron center, leading to the formation of a dioxetane intermediate, which collapses to give the carbonyl product. (Chemical Equation).
An efficient and simple procedure for preparation of esters and anhydrides from acid chlorides in the presence of 1,4-diazabicyclo[2.2.2]octane (DABCO) under solvent-free conditions
Hajipour,Mazloumi
, p. 23 - 30 (2007/10/03)
A manipulatively one-pot and rapid method for the synthesis of aliphatic and aromatic ester and anhydride from acid chloride and alcohol or potassium salt of carboxylic acid under solvent-free conditions is reported. The reaction has been carried out in excellent yield and short reaction time in the presence of 1,4-diazabicyclo[2.2.2]octane (DABCO) under solvent-free conditions.
A facile synthesis of acid anhydrides
Dubey,Kumar, R. Vinod
, p. 1 - 3 (2007/10/03)
A facile synthesis of symmetric and unsymmetric acid anhydrides using phase-transfer catalysis is described. By this method different types of anhydrides can be obtained in high yields under mild conditions even on microscale levels.
Reaction of Diazonium Salts with Transition Metals. 6. Preparation of Mixed Acid Anhydrides from Arenediazonium Salts and Sodium Carboxylates under Palladium(0) Catalysis
Kikukawa, Kiyoshi,Kono, Kiyoshi,Nagira, Kazuhiko,Wada, Fumio,Matsuda, Tsutomu
, p. 4413 - 4416 (2007/10/02)
The palladium(0)-catalyzed reaction of arenediazonium tetrafluoroborates with carbon monoxide and sodium carboxylates in acetonitrile at 25 deg C gave mixed acid anhydrides, ArCOOCOR (Ar = 3-Me-Ph, 4-Me-Ph, 2-MeO-Ph, 4-Br-Ph, 4-I-Ph, 3-NO2-Ph, 4-NO2-Ph, and Ph; R = H, Me, Et, t-Bu, and Ph) in good yields.Homoaromatic acid anhydrides, (ArCO)2O, were obtained by heating of ArCOOCOMe at 100-120 deg C under vacuum.ArCOOCO-t-Bu can be utilized to obtain the corresponding arenecarboxamides by the reaction with some amines.
NOVEL TRANSFORMATION OF ARENEDIAZONIUM SALTS TO ACID ANHYDRIDES UNDER PALLADIUM CATALYSIS
Kikukawa, Kiyoshi,Kono, Kiyoshi,Nagira, Kazuhiko,Wada, Fumio,Matsuda, Tsutomu
, p. 2877 - 2878 (2007/10/02)
Palladium catalyzed reaction of arenediazonium salts, carbon monoxide and sodium carboxylates gave mixed anhydrides, wich in turn could be converted to aromatic acid anhydrides in good yields.
