Copper-catalyzed 1,2,2-trifunctionalization of maleimides with 1,7-enynes and oxime esters via radical relay/1,5-hydrogen-atom transfer
文献信息
发布日期
2023-11-01
DOI
10.1039/D3QO01431B
影响因子
5.281
作者
Li-Lin Jiang, Hui Qiu, Yu Zhou, Ling-Tao Wang, Wen-Hui Yang, Chao Deng, Wen-Ting Wei
查看原文
摘要
The trifunctionalization of alkenes has emerged as a versatile strategy for the efficient construction of diverse structural units and complex molecules in synthetic chemistry. Herein, we describe a novel 1,2,2-trifunctionalization of maleimides with 1,7-enynes and oxime esters through simultaneous construction of four C–C bonds and a CN bond in one pot based on the radical relay/1,5-hydrogen-atom transfer (HAT) processes under a mild copper catalytic system. The resulting reaction of spirocyclic derivatives displays high chemical selectivity, broad substrate scope, as well as high atom- and step-economy. Preliminary control experiments and density functional theory (DFT) calculations reveal sequential functionalizations and cyclizations in this transformation.
期刊推荐
Physical Chemistry Chemical Physics
Environmental Toxicology and Pharmacology
Journal of Medical Biochemistry
Advanced Engineering Materials
European Journal of Organic Chemistry
Nature Reviews Drug Discovery
Molecular Diversity
Mini-Reviews in Medicinal Chemistry
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Foundations of Chemistry
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来源期刊
Organic Chemistry Frontiers
CiteScore:
7.8
自引率:
8.7%
年发文量:
724
Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry
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