4.8 Article

Te(II)-Catalyzed Cross-Dehydrogenative Phenothiazination of Anilines

Journal

ORGANIC LETTERS
Volume 24, Issue 8, Pages 1626-1630

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.2c00125

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Funding

  1. ERC [716136:2O2ACTIVATION]
  2. DFG [SFB/TRR 88]

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Oxidative clicklike reactions are important for late-stage functionalization of pharmaceuticals and organic materials. The tellurium(II)-catalyzed cross-dehydrogenative phenothiazination described in this article benefits from a cooperative effect between the catalyst and silver salt, enabling a considerably broader scope compared to previous methods.
Oxidative clicklike reactions are useful for the late-stage functionalization of pharmaceuticals and organic materials. Hence, novel methodologies that enable such transformations are in high demand. Herein we describe a tellurium(II)-catalyzed cross-dehydrogenative phenothiazination (CDP) of aromatic amines. A key feature of this method is a cooperative effect between the phenotellurazine catalyst and the silver salt, which serves as a chemical oxidant for the reaction. This novel catalysis concept therefore enables a considerably broader scope compared with previous chemical oxidation methods.

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