Comprehensive Summary,Organofluorine compounds are central in synthetic chemistry,medicinal chemistry and material chemistry.In this review,we summarize the investigations on the synthesis of organofluorine compounds ...Comprehensive Summary,Organofluorine compounds are central in synthetic chemistry,medicinal chemistry and material chemistry.In this review,we summarize the investigations on the synthesis of organofluorine compounds with acylsilanes.For the non-fluorinated acylsilanes,the in situ generation of difluoroenoxysilanes from the reactions of the acylsilanes with trifluoromethylation reagents is the major pathway,leading to the facile preparation of variousα,α-difluoroketones.For the fluoroalkylacylsilanes,apart from the in situ generation of difluoroenoxysilanes through anion Brook rearrangement,radical Brook rearrangement of the photoexcited acylsilanes and the selective control of reactivities of the biradicals pave the way for the synthesis of a variety of organofluorine compounds.In general,most of these reactions gave racemic products,and the asymmetric synthesis of organofluorine compounds with acylsilanes is still rare,which would be a future.展开更多
A stable and commercially available reagent mixture,composed of tetrabutylammonium bifluoride/potassium bifluoride(TBAF/KHF_2),was found to be effective for the nucleophilic ring opening reactions of sugar-derived e...A stable and commercially available reagent mixture,composed of tetrabutylammonium bifluoride/potassium bifluoride(TBAF/KHF_2),was found to be effective for the nucleophilic ring opening reactions of sugar-derived epoxides with fluoride.Different sugar-derived epoxide precursors,including 1-thioglycosides can be ring-opened to afford fluorinated carbohydrate products in high yields and in short reaction times.展开更多
基金financial support from the National Key R&D Program of China(2022YFA1506100)Fundamental Research Funds for the Central Universities(2042023kf1010,2042023kf0202).
文摘Comprehensive Summary,Organofluorine compounds are central in synthetic chemistry,medicinal chemistry and material chemistry.In this review,we summarize the investigations on the synthesis of organofluorine compounds with acylsilanes.For the non-fluorinated acylsilanes,the in situ generation of difluoroenoxysilanes from the reactions of the acylsilanes with trifluoromethylation reagents is the major pathway,leading to the facile preparation of variousα,α-difluoroketones.For the fluoroalkylacylsilanes,apart from the in situ generation of difluoroenoxysilanes through anion Brook rearrangement,radical Brook rearrangement of the photoexcited acylsilanes and the selective control of reactivities of the biradicals pave the way for the synthesis of a variety of organofluorine compounds.In general,most of these reactions gave racemic products,and the asymmetric synthesis of organofluorine compounds with acylsilanes is still rare,which would be a future.
基金the National Natural Science Foundation of China (No. 21502076) for the financial support
文摘A stable and commercially available reagent mixture,composed of tetrabutylammonium bifluoride/potassium bifluoride(TBAF/KHF_2),was found to be effective for the nucleophilic ring opening reactions of sugar-derived epoxides with fluoride.Different sugar-derived epoxide precursors,including 1-thioglycosides can be ring-opened to afford fluorinated carbohydrate products in high yields and in short reaction times.
基金Project supported by the National Natural Science Foundation of China(No.21502076)the Outstanding Young Talents Scheme of Jiangxi Province(No.20171BCB23039)~~