4.8 Article

Oxidative Aminoarylselenation of Maleimides via Copper-Catalyzed Four-Component Cross-Coupling

Journal

ORGANIC LETTERS
Volume 21, Issue 3, Pages 745-748

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.8b03980

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Funding

  1. National Natural Science Foundation of China [21602158]
  2. Zhejiang Provincial Natural Science Foundation [LY19B020011]
  3. State Key Laboratory of Structural Chemistry [20170037]
  4. Opening Project of Zhejiang Provincial Top Key Discipline of Pharmaceutical Sciences [201723]

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The first example of copper-catalyzed four-component coupling reaction of aryl iodides, Se powder, secondary amines, and maleimides is developed. This reaction provides an efficient and concise route to access amino-arylselenated maleimides via double C-Se bonds and C-N bond formation. The appealing features of this transformation are the use of Se powder as a selenating reagent, a green catalytic system, a wide range of substrate scope, and late-stage selenation of bioactive compounds.

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