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Platinum Iodide-Catalyzed Formal Three-Component Cascade Cycloaddition Reactions between γ-Aminoalkynes and Electron-Deficient Alkynes.

Xinhong LiChunhui JiangXiao WangJie RenTianlong ZengXiufang XuJing LiLingyan Liu
Published in: The Journal of organic chemistry (2021)
Herein, we report a protocol for PtI2-catalyzed formal three-component cascade cycloaddition reactions between γ-aminoalkynes and electron-deficient alkynes to afford highly substituted cyclohexadiene-b-pyrrolidines in good yields. On the basis of the results of the control experiments and density functional theory calculations, we present a plausible mechanism that proceeds via two key intermediates. The overall transformation involves the cleavage and formation of multiple C-C and C-N bonds and a previously unreported reaction mode of a seven-membered nitrogen heterocyclic intermediate.
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