DOI

Gold(I)-catalyzed [4 + 2] cycloaddition of indolylynamides and cyanamides (aminonitriles) is an efficient redox-neutral and atom-economic route to diversely substituted 1,3-diamino-β-carbolines. The protocol operates under mild conditions (Ph3PAuNTf2 5 mol %, DCE, 60 °C) with a good tolerance to functional groups (23 examples and yields up to 98%). The obtained β-carboline systems represent a versatile synthetic platform with modifiable substituents for successive functionalizations. Control experiments indicate the crucial role of both the nature of reactants and the identity of employed catalysts in the developed cycloaddition.

Original languageEnglish
Pages (from-to)17804 - 17815
JournalJournal of Organic Chemistry
Volume86
Issue number24
DOIs
StatePublished - 23 Nov 2021

    Scopus subject areas

  • Organic Chemistry

ID: 88773580