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Photoinduced Pd-Catalyzed Intramolecular 6- endo Heck Reaction of Alkyl Halides.

Long ShuXu DongZe-Hua SunAnxin ZhaoMengyao JiangXiaomin RenFachao YanKai CaoQing LiuHui Liu
Published in: Organic letters (2024)
A novel photocatalytic palladium-induced 6- endo -selective alkyl Heck reaction of unactivated alkyl iodides and alkyl bromides has been described. This strategy facilitates the gentle and efficient synthesis of a variety of 5-phenyl-1,2,3,6-tetrahydropyridine derivatives. It demonstrates a broad substrate tolerance and excellent 6- endo selectivity. Unlike the high-temperature requirements of traditional alkyl Heck reactions, this transformation efficiently proceeds at room temperature and shows significant promise for industrial-scale applications. Mechanistic investigations reveal that this alkyl Heck reaction proceeds via a hybrid palladium-radical process.
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