Amide,which is derived from proline and is inexpensive and air-stable,has been synthesized and characterized by ~1H NMR,^(13)C NMR,and MS.It was found to be an efficient ligand in the palladium-catalyzed Suzuki cros...Amide,which is derived from proline and is inexpensive and air-stable,has been synthesized and characterized by ~1H NMR,^(13)C NMR,and MS.It was found to be an efficient ligand in the palladium-catalyzed Suzuki cross-coupling reaction.In the Pd/amide catalytic system,aryl bromides can be coupled with phenylboronic acid in ethanol/water(1:2;v/v) in excellent yields even with a low Pd loading of 0.01 mol%.Moreover,the scope of the reaction is broad,and a wide variety of functional groups are tolerant.展开更多
The authors presented an efficient method for the palladium-catalyzed Suzuki cross-coupling reaction with the simultaneous reduction of the aldehyde to a hydroxymethyl group.This method allows halide substituted aryl ...The authors presented an efficient method for the palladium-catalyzed Suzuki cross-coupling reaction with the simultaneous reduction of the aldehyde to a hydroxymethyl group.This method allows halide substituted aryl aldehydes to readily react with arylboronic acids,producing polycyclic aromatic alcohols in moderate to good yields.The reaction was catalyzed by Pd(OAc)2(3%,molar fraction) at 150 ℃ in the presence of 6%(molar fraction)1,4-diazabicyclo[2.2.2]octane(DABCO) and 3 times the molecular weight of K2CO3 in the mixture solvent of N,N-dimethylformamide(DMF)/H2O [V(DMF)∶ V(H2O)=5∶1].展开更多
The coupling reaction of aryl bromide and aryl boronic acid in water/DMF as solvent was studied using a palladium-complex as a catalyst in the presence of ultrasound at room temperature. The effect on the reaction of ...The coupling reaction of aryl bromide and aryl boronic acid in water/DMF as solvent was studied using a palladium-complex as a catalyst in the presence of ultrasound at room temperature. The effect on the reaction of a base and a solvent was also studied with and without ultrasound and was found to increase the speed of the reaction. In this regard, we propose reaction mechanisms that could explain the results obtained.展开更多
文摘Amide,which is derived from proline and is inexpensive and air-stable,has been synthesized and characterized by ~1H NMR,^(13)C NMR,and MS.It was found to be an efficient ligand in the palladium-catalyzed Suzuki cross-coupling reaction.In the Pd/amide catalytic system,aryl bromides can be coupled with phenylboronic acid in ethanol/water(1:2;v/v) in excellent yields even with a low Pd loading of 0.01 mol%.Moreover,the scope of the reaction is broad,and a wide variety of functional groups are tolerant.
基金Supported by the Basic Research and Development Program of China(No.2011CB512005) and the National Natural Science Foundation of China(Nos.21362002, 41206077, 81260472).
文摘The authors presented an efficient method for the palladium-catalyzed Suzuki cross-coupling reaction with the simultaneous reduction of the aldehyde to a hydroxymethyl group.This method allows halide substituted aryl aldehydes to readily react with arylboronic acids,producing polycyclic aromatic alcohols in moderate to good yields.The reaction was catalyzed by Pd(OAc)2(3%,molar fraction) at 150 ℃ in the presence of 6%(molar fraction)1,4-diazabicyclo[2.2.2]octane(DABCO) and 3 times the molecular weight of K2CO3 in the mixture solvent of N,N-dimethylformamide(DMF)/H2O [V(DMF)∶ V(H2O)=5∶1].
文摘The coupling reaction of aryl bromide and aryl boronic acid in water/DMF as solvent was studied using a palladium-complex as a catalyst in the presence of ultrasound at room temperature. The effect on the reaction of a base and a solvent was also studied with and without ultrasound and was found to increase the speed of the reaction. In this regard, we propose reaction mechanisms that could explain the results obtained.