Photocatalytic vinyl radical-mediated multicomponent 1,4-/1,8-carboimination across alkynes and olefins/(hetero)arenes
作者机构:School of Chemistry and Pharmaceutical SciencesGuangxi Normal UniversityGuilin541004China Shanghai Artificial Intelligence LaboratoryShanghai200433China The Institute for Advanced StudiesWuhan UniversityWuhan430064China
出 版 物:《Science China Chemistry》 (中国科学(化学英文版))
年 卷 期:2024年第67卷第2期
页 面:558-567页
核心收录:
学科分类:081704[工学-应用化学] 081705[工学-工业催化] 07[理学] 070304[理学-物理化学(含∶化学物理)] 08[工学] 0817[工学-化学工程与技术] 0703[理学-化学]
基 金:supported by the National Natural Science Foundation of China (22101059) the Guangxi Natural Science Foundation of China (2023GXNSFBA026275) 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)
主 题:alkyne-olefin coupling DFT studies regio-and anti-stereoselectivity multisubstituted alkenes
摘 要:We developed a highly selective and efficient multicomponent transformation by utilizing alkynes and olefins/(hetero)arenes through photoinduced energy-transfer *** 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 *** 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 *** the utilization of a combination of experimental techniques and density functional theory(DFT),we delved deeper into the mechanistic intricacies of this distinctive *** revealed that the selective radical addition to electron-deficient alkynes,rather than olefins,was governed by the inherent reactivity of alkyl *** discovery presented a highly effective approach for the synthesis of stereodefined multisubstituted alkenes.