An efficient methodology for the photoredox- and nickel-catalyzed aminocarbonylation of (hetero)aryl bromides was developed. The utilization of readily available oxamic acids, the application of a broadly used organic photoredox catalyst (4CzIPN), and mild reaction conditions make this transformation an appealing alternative to classical amidation procedures. The generation of carbamoyl radicals was supported by trapping reactions with a hydrogen atom transfer catalyst in the presence of D2O, yielding the deuterated formamide. The generality of this deuteration protocol was confirmed for various oxamic acids.
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Albert Ludwigs Univ Freiburg, Inst Organ Chem, D-79104 Freiburg Im Breisgau, GermanyAlbert Ludwigs Univ Freiburg, Inst Organ Chem, D-79104 Freiburg Im Breisgau, Germany
Zheng, Jun
Nikbakht, Ali
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Albert Ludwigs Univ Freiburg, Inst Organ Chem, D-79104 Freiburg Im Breisgau, GermanyAlbert Ludwigs Univ Freiburg, Inst Organ Chem, D-79104 Freiburg Im Breisgau, Germany
Nikbakht, Ali
Breit, Bernhard
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Albert Ludwigs Univ Freiburg, Inst Organ Chem, D-79104 Freiburg Im Breisgau, GermanyAlbert Ludwigs Univ Freiburg, Inst Organ Chem, D-79104 Freiburg Im Breisgau, Germany