We developed a highly selective and efficient multicomponent transformation by utilizing alkynes and olefins/(hetero)arenes through photoinduced energy-transfer catalysis.The reaction involves the formation of three d...We developed a highly selective and efficient multicomponent transformation by utilizing alkynes and olefins/(hetero)arenes through photoinduced energy-transfer catalysis.The reaction involves the formation of three distinct chemical bonds,namely C(sp~3)–C(sp~2),C(sp~2)–C(sp~3),and C(sp~3)–N,in a single coordinated manner.The strategy used a vinyl radical-mediated radical relay approach under mild conditions,exhibiting a broad substrate scope(>70 examples),excellent functional-group tolerance,and remarkable regio-and anti-stereoselectivity.Through the utilization of a combination of experimental techniques and density functional theory(DFT),we delved deeper into the mechanistic intricacies of this distinctive system.Results revealed that the selective radical addition to electron-deficient alkynes,rather than olefins,was governed by the inherent reactivity of alkyl radicals.This discovery presented a highly effective approach for the synthesis of stereodefined multisubstituted alkenes.展开更多
Tunable photoredox-catalyzed chlorosulfonylation and oxysulfonylation ofα-trifluoromethylstyrenes with sulfonyl chloride were facilely achieved by simply manipulating the photocatalyst and solvent.This strategy makes...Tunable photoredox-catalyzed chlorosulfonylation and oxysulfonylation ofα-trifluoromethylstyrenes with sulfonyl chloride were facilely achieved by simply manipulating the photocatalyst and solvent.This strategy makes full use of the structural features of sulfonyl chloride to afford diverse bifunctional products ofα-trifluoromethylstyrenes in up to 95%yield with excellent functional group tolerance.展开更多
基金supported by the National Natural Science Foundation of China (22101059)the Guangxi Natural Science Foundation of China (2023GXNSFBA026275)+2 种基金the Innovation Project of Guangxi Graduate Education (YCSW2023125)partially supported by the National Key R&D Program of China (2022ZD0160100)in part by Shanghai Committee of Science and Technology(21DZ1100100)。
文摘We developed a highly selective and efficient multicomponent transformation by utilizing alkynes and olefins/(hetero)arenes through photoinduced energy-transfer catalysis.The reaction involves the formation of three distinct chemical bonds,namely C(sp~3)–C(sp~2),C(sp~2)–C(sp~3),and C(sp~3)–N,in a single coordinated manner.The strategy used a vinyl radical-mediated radical relay approach under mild conditions,exhibiting a broad substrate scope(>70 examples),excellent functional-group tolerance,and remarkable regio-and anti-stereoselectivity.Through the utilization of a combination of experimental techniques and density functional theory(DFT),we delved deeper into the mechanistic intricacies of this distinctive system.Results revealed that the selective radical addition to electron-deficient alkynes,rather than olefins,was governed by the inherent reactivity of alkyl radicals.This discovery presented a highly effective approach for the synthesis of stereodefined multisubstituted alkenes.
基金We gratefully acknowledge the financial support from the National Natural Science Foundation of China(22101059)the Research Program of Young Teachers in Universities of Guangxi(2021KY0057)the Central Government Guides Local Science and Technology Development Fund Projects(guide ZY21195014)and Guangxi Normal University.
文摘Tunable photoredox-catalyzed chlorosulfonylation and oxysulfonylation ofα-trifluoromethylstyrenes with sulfonyl chloride were facilely achieved by simply manipulating the photocatalyst and solvent.This strategy makes full use of the structural features of sulfonyl chloride to afford diverse bifunctional products ofα-trifluoromethylstyrenes in up to 95%yield with excellent functional group tolerance.
