Visible-Light-Mediated Nucleophilic Addition of an α-Aminoalkyl Radical to Isocyanate or Isothiocyanate
Organic Letters2013Vol. 15(22), pp. 5646–5649
Citations Over TimeTop 10% of 2013 papers
Abstract
A visible-light photoredox synthesis of α-amino amide or α-amino thioamide from N,N-dimethylaniline derivatives and aryl isocyanate or aryl isothiocyanate was developed. Bis[2-(4,6-difluorophenyl)pyridinato-C(2),N](picolinato)iridium(III) (FIrpic) was found to be the effective catalyst among six catalysts screened. The reaction involves generation of α-aminoalkyl radicals from tertiary amines, followed by radical addition to the electron-deficient carbon of isocyanate and isothiocyanate.
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