We report a practical and highly efficient protocol for the arylation of pyridine N-oxides with arylboronic acid through palladium-catalyzed Suzuki reaction in water.This ligand-free Suzuki reaction is performed in th...We report a practical and highly efficient protocol for the arylation of pyridine N-oxides with arylboronic acid through palladium-catalyzed Suzuki reaction in water.This ligand-free Suzuki reaction is performed in the presence of diisopropylamine and gives 2-or 3-arylated pyridyl N-oxide derivatives in good to excellent yields within 1 h.展开更多
Aliphatic amine N-oxides, particularly (CH<sub>3</sub>)<sub>3</sub>NO, have been widely used as O-atom transfer reagents in organometallic chemistry. Recently the systematic kinetic studies o...Aliphatic amine N-oxides, particularly (CH<sub>3</sub>)<sub>3</sub>NO, have been widely used as O-atom transfer reagents in organometallic chemistry. Recently the systematic kinetic studies on O-atom transfer reactions have been reported in detail. However, little is known about the use of pyridine N-oxides and the related aromatic amine N-oxides as O-atom transfer reagents in organometallic chemistry, and no kinetic or展开更多
A highly enantioselective Michael addition of nitro esters to 2-enoyl-pyridine N-oxides was developed by using chiral copper catalysts. The Michael addition products can be obtained in high yields and with up to 96% e...A highly enantioselective Michael addition of nitro esters to 2-enoyl-pyridine N-oxides was developed by using chiral copper catalysts. The Michael addition products can be obtained in high yields and with up to 96% ee. Moreover, asymmetric Michael addition product of nitromethane to 2-enoyl-pyridine N-oxides can be obtained in one step. An analogue of nicotine, dihydro-2H-pyrrol 4b was synthesized with this developed method.展开更多
This paper describes the direct oxidation of pyridines to pyridine-N-oxides by means of 30% H2O2 in aq media in the presence of Na2WO4.2H(2)O as catalyst instead of with per-acids or 30% H2O2 in acetic acid. Good yiel...This paper describes the direct oxidation of pyridines to pyridine-N-oxides by means of 30% H2O2 in aq media in the presence of Na2WO4.2H(2)O as catalyst instead of with per-acids or 30% H2O2 in acetic acid. Good yields were obtained.展开更多
基金financial support from the National Natural Science Foundation of China(No.21276043)
文摘We report a practical and highly efficient protocol for the arylation of pyridine N-oxides with arylboronic acid through palladium-catalyzed Suzuki reaction in water.This ligand-free Suzuki reaction is performed in the presence of diisopropylamine and gives 2-or 3-arylated pyridyl N-oxide derivatives in good to excellent yields within 1 h.
基金Project supported by the National Natural Science Foundation of China
文摘Aliphatic amine N-oxides, particularly (CH<sub>3</sub>)<sub>3</sub>NO, have been widely used as O-atom transfer reagents in organometallic chemistry. Recently the systematic kinetic studies on O-atom transfer reactions have been reported in detail. However, little is known about the use of pyridine N-oxides and the related aromatic amine N-oxides as O-atom transfer reagents in organometallic chemistry, and no kinetic or
基金financial support from the National Nature Science Foundation of China(Nos. 21432009, 21672200, 21472177,21772185)the assistance of the product characterization from the Chemistry Experiment Teaching Center of University of Science and Technology of Chinasupported by the Strategic Priority Research Program of the Chinese Academy of Sciences(No. XDB20000000)
文摘A highly enantioselective Michael addition of nitro esters to 2-enoyl-pyridine N-oxides was developed by using chiral copper catalysts. The Michael addition products can be obtained in high yields and with up to 96% ee. Moreover, asymmetric Michael addition product of nitromethane to 2-enoyl-pyridine N-oxides can be obtained in one step. An analogue of nicotine, dihydro-2H-pyrrol 4b was synthesized with this developed method.
文摘This paper describes the direct oxidation of pyridines to pyridine-N-oxides by means of 30% H2O2 in aq media in the presence of Na2WO4.2H(2)O as catalyst instead of with per-acids or 30% H2O2 in acetic acid. Good yields were obtained.