The nucleophilic hydrohalogenation of 2-alkynoic acids anti their derivatives by heating with lithium halides iu HOAc afforded the thermodynamically unfavorable 3-halo-2 (Z)- alkenoic acids and their derivatives stere...The nucleophilic hydrohalogenation of 2-alkynoic acids anti their derivatives by heating with lithium halides iu HOAc afforded the thermodynamically unfavorable 3-halo-2 (Z)- alkenoic acids and their derivatives stereospecifically展开更多
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
基金Project supported by the National Natural Science Foundation of China and Chinese Academy of Sciences.
文摘The nucleophilic hydrohalogenation of 2-alkynoic acids anti their derivatives by heating with lithium halides iu HOAc afforded the thermodynamically unfavorable 3-halo-2 (Z)- alkenoic acids and their derivatives stereospecifically
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.
