4.8 Article

para-Selective C-H Olefination of Aniline Derivatives via Pd/S,O-Ligand Catalysis

Journal

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 141, Issue 16, Pages 6719-6725

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jacs.9b01908

Keywords

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Funding

  1. NWO through a VIDI grant [723.013.006]
  2. Spanish MINECO [CTQ2016-77558-R, MDM-2017-0767]

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Herein we report a highly para-selective C-H olefination of aniline derivatives by a Pd/S,O-ligand-based catalyst. The reaction proceeds under mild reaction conditions with high efficiency and broad substrate scope, including mono-, di-, and trisubstituted tertiary, secondary, and primary anilines. The S,O-ligand is responsible for the dramatic improvements in substrate scope and the high para-selectivity observed. This methodology is operationally simple, scalable, and can be performed under aerobic conditions.

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