Journal of Organic Chemistry
Journal of Organic Chemistry
4 years ago

Palladium-Catalyzed Intermolecular Oxidative Cyclization of Allyltosylamides with AcOH: Assembly of 3-Pyrrolin-2-ones

Palladium-Catalyzed Intermolecular Oxidative Cyclization of Allyltosylamides with AcOH: Assembly of 3-Pyrrolin-2-ones
Yanwei Ren, Jiuzhong Huang, Huanfeng Jiang, Zhiqiang Ma, Jianxiao Li, Wanqing Wu, Jia Zheng
The first example of Pd-catalyzed oxidative cyclization of allyltosylamides with acetic acid is reported. This transformation involved C–N/C–C bond formation and provided 3-pyrrolin-2-ones in a one-pot manner with easy-operation, excellent atom economy and good yields. Mechanistic studies indicate that the reaction proceeds through intermolecular aminopalladation, migratory insertion, reinsertion and β-hydride elimination processes.

Publisher URL: http://dx.doi.org/10.1021/acs.joc.7b00804

DOI: 10.1021/acs.joc.7b00804

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