An alternative method for synthesis of biaryls has been developed through the Pd catalyzed desulfitative coupling reaction of sodium arylsulfinates with aryl bromides and chlorides. The procedure tolerates a variety o...An alternative method for synthesis of biaryls has been developed through the Pd catalyzed desulfitative coupling reaction of sodium arylsulfinates with aryl bromides and chlorides. The procedure tolerates a variety of functional groups, such as cyano, formyl, acetyl, chloro, methoxy, trifluoromethyl and heteroaromatic unit. The desired products were obtained in moderate to excellent yields under relatively mild reaction conditions without additives, base or co-catalyst.展开更多
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
In water, ammonium chloride was found to promote palladium-catalyzed Ullmann coupling reactions of aryl bromides. In the presence of Pd/C, zinc, NH4Cl, and water, coupling of various aryl bromides was carried out smoo...In water, ammonium chloride was found to promote palladium-catalyzed Ullmann coupling reactions of aryl bromides. In the presence of Pd/C, zinc, NH4Cl, and water, coupling of various aryl bromides was carried out smoothly to afford the corresponding homocoupling products in moderate yields.展开更多
A concise route to access 5H-imidazo[2,1-a]isoindole heterofused compounds by copper（I）-catalyzed intra- molecular coupling of non-activated aryl bromides with azoles is reported. With CuI as catalyst, 1,10-phenanth...A concise route to access 5H-imidazo[2,1-a]isoindole heterofused compounds by copper（I）-catalyzed intra- molecular coupling of non-activated aryl bromides with azoles is reported. With CuI as catalyst, 1,10-phenanth- roline as ligand, and K3PO4 as base, the reactions of 1-（2-bromobenzyl）-IH-imidazoles in DMF/o-xylene （I ： 1, V ： V） at 145 ℃ afford the corresponding substituted 5H-imidazo[2,1-a]isoindoles in high yields via intramolecu- lar C-arylation.展开更多
A new protocol for the NiC12-catalyzed cross-electrophile coupling of aryl bromides with pyrimidin-2-yl tosyl- ates to give the corresponding C2-arylation pyrimidine derivatives has been developed. This study provides...A new protocol for the NiC12-catalyzed cross-electrophile coupling of aryl bromides with pyrimidin-2-yl tosyl- ates to give the corresponding C2-arylation pyrimidine derivatives has been developed. This study provides an improvement over previous methods by using pyrimidin-2-yl tosylates instead of halides as coupling partners that are stable and easily available.展开更多
A series of solvents were examined for the ligand free Pd（II）-catalyzed Suzuki reaction of 4-bromotoluene with phenylboronic acid. It was found that the PdCl2/i-PrOH system could efficiently inhibit the homo-couplin...A series of solvents were examined for the ligand free Pd（II）-catalyzed Suzuki reaction of 4-bromotoluene with phenylboronic acid. It was found that the PdCl2/i-PrOH system could efficiently inhibit the homo-coupling of phenylboronic acid and give a cross-coupling product in high yields. The substrates with a wide variety of functional groups were tolerated in the system. A possible mechanism for this system was proposed.展开更多
基金Acknowledgement This work was supported by the National Natural Science Foundation of China （Nos. 21176039, 20876021 and 20923006）.
文摘An alternative method for synthesis of biaryls has been developed through the Pd catalyzed desulfitative coupling reaction of sodium arylsulfinates with aryl bromides and chlorides. The procedure tolerates a variety of functional groups, such as cyano, formyl, acetyl, chloro, methoxy, trifluoromethyl and heteroaromatic unit. The desired products were obtained in moderate to excellent yields under relatively mild reaction conditions without additives, base or co-catalyst.
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Project supported by the National Natural Science Foundation of China (No. 20202002) Hunan Province Department of Education (No. 02C211) and Hunan Normal University (2001).
文摘In water, ammonium chloride was found to promote palladium-catalyzed Ullmann coupling reactions of aryl bromides. In the presence of Pd/C, zinc, NH4Cl, and water, coupling of various aryl bromides was carried out smoothly to afford the corresponding homocoupling products in moderate yields.
文摘A concise route to access 5H-imidazo[2,1-a]isoindole heterofused compounds by copper（I）-catalyzed intra- molecular coupling of non-activated aryl bromides with azoles is reported. With CuI as catalyst, 1,10-phenanth- roline as ligand, and K3PO4 as base, the reactions of 1-（2-bromobenzyl）-IH-imidazoles in DMF/o-xylene （I ： 1, V ： V） at 145 ℃ afford the corresponding substituted 5H-imidazo[2,1-a]isoindoles in high yields via intramolecu- lar C-arylation.
基金We are thankful for the financial support from the National Natural Science Foundation of China （Nos. 21362032, 21362031 and 21562036） and Northwest Normal University （No. NWNU-LKQN- 15-1 ）.
文摘A new protocol for the NiC12-catalyzed cross-electrophile coupling of aryl bromides with pyrimidin-2-yl tosyl- ates to give the corresponding C2-arylation pyrimidine derivatives has been developed. This study provides an improvement over previous methods by using pyrimidin-2-yl tosylates instead of halides as coupling partners that are stable and easily available.
文摘A series of solvents were examined for the ligand free Pd（II）-catalyzed Suzuki reaction of 4-bromotoluene with phenylboronic acid. It was found that the PdCl2/i-PrOH system could efficiently inhibit the homo-coupling of phenylboronic acid and give a cross-coupling product in high yields. The substrates with a wide variety of functional groups were tolerated in the system. A possible mechanism for this system was proposed.
