4.8 Article

Visible-Light-Mediated Synthesis of Amidyl Radicals: Transition Metal-Free Hydroamination and N-Arylation Reactions

Journal

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 138, Issue 26, Pages 8092-8095

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jacs.6b04920

Keywords

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Funding

  1. European Union [PCIG13-GA-2013-631556]
  2. Unesco-IUPAC-PhosAgro [4500284613]
  3. AstraZeneca
  4. School of Chemistry at the University of Manchester
  5. Engineering and Physical Sciences Research Council [1781625] Funding Source: researchfish

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The development of photoredox reactions of aryloxy-amides for the generation of amidyl radicals and their use in hydroamination-cyclization and N-arylation reactions is reported. Owing to the ease of single-electron transfer reduction of the aryloxy-amides, the organic dye eosin Y was used as the photoredox catalyst, which results in fully transition-metal-free processes. These transformations exhibit a broad scope, are tolerant to several important functionalities, and have been used in the late stage modification of complex and high-value N-containing molecules.

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