4.8 Article

Pd-Catalyzed Regio- and Enantioselective Aminoarylation of Allenols with Aryl Iodides and 2-Pyridones

Journal

ORGANIC LETTERS
Volume 23, Issue 9, Pages 3567-3572

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.1c00959

Keywords

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Funding

  1. National Natural Science Foundation of China [21871179, 21790333]
  2. CAS [QYZDY-SSW-SLH012, XDB20000000]

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A new asymmetric catalytic protocol has been developed for the synthesis of enantioenriched N-allyl 2-pyrodones via a Pd-catalyzed aminoarylation reaction. The reaction proceeded smoothly to afford a variety of functionalized N-allylic 2-pyridones in high yields with good regioselectivities and excellent enantioselectivities, utilizing a palladium complex as the catalyst.
A new asymmetric catalytic protocol for the synthesis of enantioenriched N-allyl 2-pyrodones has been developed via the first Pd-catalyzed regio- and enantioselective aminoarylation of allenols with aryl iodides and 2-pyridones. By using a palladium complex generated in situ from Pd-2(dba)(3)center dot CHCl3 and (S,S,S)-SKP as a catalyst, the three-component aminoarylation proceeded smoothly to afford a variety of functionalized N-allylic 2-pyridones in high yields with good regioselectivities and excellent enantioselectivities.

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