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Davies J, Svejstrup TD, Fernandez Reina D, et al. Visible-Light-Mediated Synthesis of Amidyl Radicals: Transition-Metal-Free Hydroamination and N-Arylation Reactions. J Am Chem Soc. 2016;138(26):8092-5doi: 10.1021/jacs.6b04920.
Davies, J., Svejstrup, T. D., Fernandez Reina, D., Sheikh, N. S., & Leonori, D. (2016). Visible-Light-Mediated Synthesis of Amidyl Radicals: Transition-Metal-Free Hydroamination and N-Arylation Reactions. Journal of the American Chemical Society, 138(26), 8092-5. https://doi.org/10.1021/jacs.6b04920
Davies, Jacob, et al. "Visible-Light-Mediated Synthesis of Amidyl Radicals: Transition-Metal-Free Hydroamination and N-Arylation Reactions." Journal of the American Chemical Society vol. 138,26 (2016): 8092-5. doi: https://doi.org/10.1021/jacs.6b04920
Davies J, Svejstrup TD, Fernandez Reina D, Sheikh NS, Leonori D. Visible-Light-Mediated Synthesis of Amidyl Radicals: Transition-Metal-Free Hydroamination and N-Arylation Reactions. J Am Chem Soc. 2016 Jul 06;138(26):8092-5. doi: 10.1021/jacs.6b04920. Epub 2016 Jun 27. PMID: 27327358.
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J Am Chem Soc. 2016 Jul 06;138(26):8092-5. doi: 10.1021/jacs.6b04920. Epub 2016 Jun 27.

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

Journal of the American Chemical Society

Jacob Davies, Thomas D Svejstrup, Daniel Fernandez Reina, Nadeem S Sheikh, Daniele Leonori

Affiliations

  1. School of Chemistry, University of Manchester , Oxford Road, Manchester M13 9PL, U.K.
  2. Department of Chemistry, Faculty of Science, King Faisal University , Al-Ahsa 31982, Saudi Arabia.

PMID: 27327358 DOI: 10.1021/jacs.6b04920

Abstract

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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