The amide moiety plays an important role as a powerful bioactive backbone,and as the synthetic chemistry community moves toward more sp^(3)-rich scaffolds,alkyl halides have become the feedstock of choice for obtainin...The amide moiety plays an important role as a powerful bioactive backbone,and as the synthetic chemistry community moves toward more sp^(3)-rich scaffolds,alkyl halides have become the feedstock of choice for obtaining carbonylation products.With the development of photoredox catalysis,several aminocarbonylation systems for alkyl halides were developed which usually require transition metal catalysis.Considering the demands for green sustainable chemical synthesis,here we report a metal-free,exogenous catalyst-free aminocarbonylation reaction of alkyl iodides under atmospheric pressure of carbon monoxide.Through a combination of EDA and XAT strategies,the reaction occurs efficiently under only light irradiation at room temperature.展开更多
Carboxylic acid derivatives withα-quaternary carbon center are one of the most ubiquitous moieties in synthetic and medicinal chemistry.Hence,novel and efficient synthetic methods towards carboxylic acid derivatives ...Carboxylic acid derivatives withα-quaternary carbon center are one of the most ubiquitous moieties in synthetic and medicinal chemistry.Hence,novel and efficient synthetic methods towards carboxylic acid derivatives withα-quaternary carbon remain in high demand.However,most of the precursors of these complex compounds are not easy to prepare.Reported herein is a carbonylative five-component synthesis of amides and esters withα-quaternary carbon center enabled by palladium catalysis from abundant acrylonitrile,carbon monoxide,fluoroalkyl halides,and nucleophiles.Diverse amides and esters withα-quaternary carbon which contain difluoromethyl or perfluoroalkyl moiety were prepared in good to excellent yields,providing an efficient synthetic platform for sequential transformations.展开更多
基金supported by National Key R&D Program of China(No.2023YFA1507500)the International Partnership Program of Chinese Academy of Sciences(No.028GJHZ2023045FN)。
文摘The amide moiety plays an important role as a powerful bioactive backbone,and as the synthetic chemistry community moves toward more sp^(3)-rich scaffolds,alkyl halides have become the feedstock of choice for obtaining carbonylation products.With the development of photoredox catalysis,several aminocarbonylation systems for alkyl halides were developed which usually require transition metal catalysis.Considering the demands for green sustainable chemical synthesis,here we report a metal-free,exogenous catalyst-free aminocarbonylation reaction of alkyl iodides under atmospheric pressure of carbon monoxide.Through a combination of EDA and XAT strategies,the reaction occurs efficiently under only light irradiation at room temperature.
基金the financial support from National Key R&D Program of China(No.2023YFA1507500)DICP。
文摘Carboxylic acid derivatives withα-quaternary carbon center are one of the most ubiquitous moieties in synthetic and medicinal chemistry.Hence,novel and efficient synthetic methods towards carboxylic acid derivatives withα-quaternary carbon remain in high demand.However,most of the precursors of these complex compounds are not easy to prepare.Reported herein is a carbonylative five-component synthesis of amides and esters withα-quaternary carbon center enabled by palladium catalysis from abundant acrylonitrile,carbon monoxide,fluoroalkyl halides,and nucleophiles.Diverse amides and esters withα-quaternary carbon which contain difluoromethyl or perfluoroalkyl moiety were prepared in good to excellent yields,providing an efficient synthetic platform for sequential transformations.
