Heterogeneous Visible-Light Photoredox Catalysis with Graphitic Carbon Nitride for α-Aminoalkyl Radical Additions, Allylations, and Heteroarylations

Yunfei Cai, Yurong Tang, Lulu Fan, Quentin Lefebvre, Hong Hou, Magnus Rueping*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

105 Scopus citations

Abstract

A protocol for the photooxidative activation of α-silylamines and α-amino acids for desilylative and decarboxylative additions, allylations, and heteroarylations in the presence of graphitic carbon nitride (g-C3N4) was developed. The procedure has broad scope and provides the desired products in high yields. The heterogeneous nature of the g-C3N4 catalytic system enables easy recovery and recycling as well as the use in multiple runs without loss of activity. The photoredox catalyzed reactions can also be conducted in continuous photo flow fashion and scaled up to gram-scale. Thus, the stable and readily available polymeric g-C3N4 provides an alternative to homogeneous photosensitizers for the generation of valuable radical intermediates for applications in synthesis and catalysis.

Original languageEnglish (US)
Pages (from-to)9471-9476
Number of pages6
JournalACS Catalysis
Volume8
Issue number10
DOIs
StatePublished - Oct 5 2018

Bibliographical note

Publisher Copyright:
Copyright © 2018 American Chemical Society.

Keywords

  • carbon nitride
  • continuous flow
  • heterogeneous photocatalyst
  • visible-light photocatalysis
  • α-aminoalkyl radical

ASJC Scopus subject areas

  • Catalysis
  • General Chemistry

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