Mi Wang, Yangyang Wang, Jie Wang, Yafei Zhu, Penghua Zhang, Cuimei Zhang, Jian Chen, Li Guo*, Guanghui Lv* and Yong Wu*,
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Visible-Light-Induced C–H Alkylation of 1,2,4-Triazine-3,5(2H,4H)-diones via Infrequent 1,2-Hydrogen-Atom Transfer
1,2,4-Triazine-3,5(2H,4H)-diones are widely present in various drug molecules and bioactive molecules. A visible-light-driven C–H alkylation of 1,2,4-triazine-3,5(2H,4H)-diones via 1,2-hydrogen-atom transfer (1,2-HAT) of amide radicals is first reported, providing an environmentally friendly and sustainable pathway to enrich the structural and functional diversity of 1,2,4-triazine-3,5(2H,4H)-diones. This novel protocol is characterized by mild and metal-free reaction conditions, an operationally simple method, and good functional group tolerance. To our delight, other heterocycles, such as isoquinoline and coumarin, also undergo alkylation reactions to construct C(sp2)-C(sp3) bonds via infrequent 1,2-HAT under current conditions.
期刊介绍:
Journal of Organic Chemistry welcomes original contributions of fundamental research in all branches of the theory and practice of organic chemistry. In selecting manuscripts for publication, the editors place emphasis on the quality and novelty of the work, as well as the breadth of interest to the organic chemistry community.