The visible light promoted C-H sulfonylmethylation of imidazopyridines with easily accessible bromomethyl sulfones under mild reaction conditions was described.This protocol provides an effective and practical access ...The visible light promoted C-H sulfonylmethylation of imidazopyridines with easily accessible bromomethyl sulfones under mild reaction conditions was described.This protocol provides an effective and practical access to sulfonylmethylated imidazopyridines with good functional group tolerance.The desired products were provided in moderate to excellent yields for 50 examples at room temperature.The method could also be an attractive strategy to install a methyl group on imidazopyridines.展开更多
Introduction Recently more attention has been paid to the application of sulfones to organic synthesis. Because the arylsulfonyl groups can stabilize adjacent carbanions and may be removed by reduction and elimination...Introduction Recently more attention has been paid to the application of sulfones to organic synthesis. Because the arylsulfonyl groups can stabilize adjacent carbanions and may be removed by reduction and elimination, the arylsulfonyl groups could be used as activating group for alkylation, acvlation or addition reaction.展开更多
N-Fluorobenzenesulfonimide (NFSI) is one of the most popular fluorine-containing reagents for fluorination, imidation, sulfonylation, and oxidation reactions. Consequently, a variety of NFSI derivatives were designed ...N-Fluorobenzenesulfonimide (NFSI) is one of the most popular fluorine-containing reagents for fluorination, imidation, sulfonylation, and oxidation reactions. Consequently, a variety of NFSI derivatives were designed and synthesized to modify the reactivity and/or selectivity of the parent reagent. However, the hazardous F_(2) was inevitably required for the synthesis of NFSI derivatives. Herein, we disclosed a practical synthesis of various NFSI derivatives without F_(2) in common organic chemistry laboratories. This synthetic protocol started from NFSI through pyridine-promoted desulfonylation for formation of N-fluoroarenesulfonamide (ArSO_(2)NHF) and followed by condensation with arenesulfonyl chlorides. The reduction potentials and fluorinating reactivities of these NFSI derivatives demonstrated that NFSI derivatives bearing the electron-withdrawing groups on benzene ring had the higher oxidizing and fluorinating abilities than NFSI.展开更多
The Pd-catalyzed homodimerization with respect to arylsulfonyl chlorides as an efficient method for the synthesisof biaryls has been developed. This desulfonylative reaction which was performed at reflux in 1,4-dioxan...The Pd-catalyzed homodimerization with respect to arylsulfonyl chlorides as an efficient method for the synthesisof biaryls has been developed. This desulfonylative reaction which was performed at reflux in 1,4-dioxane for 4h under air afforded the desired products in good to excellent yields.展开更多
基金financially supported by the National Natural Science Foundation of China (No.21602046)the MOST of China (No.2016YFE0132600)the Doctor’s Scientific Research Foundation of Henan University of Chinese Medicine (No.BSJJ2016-12)
文摘The visible light promoted C-H sulfonylmethylation of imidazopyridines with easily accessible bromomethyl sulfones under mild reaction conditions was described.This protocol provides an effective and practical access to sulfonylmethylated imidazopyridines with good functional group tolerance.The desired products were provided in moderate to excellent yields for 50 examples at room temperature.The method could also be an attractive strategy to install a methyl group on imidazopyridines.
基金Supported by the Natural Science Foundation of Zhejiang Province
文摘Introduction Recently more attention has been paid to the application of sulfones to organic synthesis. Because the arylsulfonyl groups can stabilize adjacent carbanions and may be removed by reduction and elimination, the arylsulfonyl groups could be used as activating group for alkylation, acvlation or addition reaction.
基金The National Natural Science Foundation of China(21991211)the National Key Research and Development Program of China(2021YFF0701700)are greatly acknowledged for funding this work.
文摘N-Fluorobenzenesulfonimide (NFSI) is one of the most popular fluorine-containing reagents for fluorination, imidation, sulfonylation, and oxidation reactions. Consequently, a variety of NFSI derivatives were designed and synthesized to modify the reactivity and/or selectivity of the parent reagent. However, the hazardous F_(2) was inevitably required for the synthesis of NFSI derivatives. Herein, we disclosed a practical synthesis of various NFSI derivatives without F_(2) in common organic chemistry laboratories. This synthetic protocol started from NFSI through pyridine-promoted desulfonylation for formation of N-fluoroarenesulfonamide (ArSO_(2)NHF) and followed by condensation with arenesulfonyl chlorides. The reduction potentials and fluorinating reactivities of these NFSI derivatives demonstrated that NFSI derivatives bearing the electron-withdrawing groups on benzene ring had the higher oxidizing and fluorinating abilities than NFSI.
基金the National Natural Science Foundation of China(Nos.21272069,20672035)the Fundamental Research Funds for the Central Universities,and the Key Laboratory of Organofluorine Chemistry,Shanghai Institute of Organic Chemistry,Chinese Academy of Sciences.
文摘The Pd-catalyzed homodimerization with respect to arylsulfonyl chlorides as an efficient method for the synthesisof biaryls has been developed. This desulfonylative reaction which was performed at reflux in 1,4-dioxane for 4h under air afforded the desired products in good to excellent yields.
