Deaminative Reductive Arylation Enabled by Nickel/Photoredox Dual Catalysis

Org Lett. 2019 May 3;21(9):3346-3351. doi: 10.1021/acs.orglett.9b01097. Epub 2019 Apr 17.

Abstract

Described is a cross-electrophilic, deaminative coupling strategy harnessing Katritzky salts as a new species of electrophile in Ni/photoredox dual catalytic reductive cross-coupling reactions. Distinguishing features of this arylation protocol include its mild reaction conditions, high chemoselectivity, and adaptability to a variety of complex substrates [i.e., pyridinium salts derived from amines and partners derived from (hetero)aryl bromides].

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

  • Amines / chemistry*
  • Catalysis
  • Coordination Complexes / chemistry*
  • Fluorescent Dyes / chemistry
  • Free Radicals / chemistry
  • Nickel / chemistry*
  • Oxidation-Reduction
  • Photochemical Processes
  • Spectrometry, Fluorescence / methods

Substances

  • Amines
  • Coordination Complexes
  • Fluorescent Dyes
  • Free Radicals
  • Nickel