Stereo- and regioselective gold(I)-catalyzed hydroamination of 2-(arylethynyl)pyridines with anilines

Sandro Cacchi, Giancarlo Fabrizi, Andrea Fochetti, Francesca Ghirga, Antonella Goggiamani, Antonia Iazzetti*

*Autore corrispondente per questo lavoro

Risultato della ricerca: Contributo in rivistaArticolo in rivista

Abstract

The gold-catalyzed hydroamination of 2-(arylethynyl)pyridines with anilines affords stereoselectively Z-enamine products with excellent regioselectivity. The reaction proceeds with moderate to excellent yields and accommodates a diverse range of functional groups on alkynes (ether, bromo, trifluoromethyl, acetyl, and carbomethoxy) and anilines (ether, bromo, chloro, and carbethoxy). The stereochemistry of the obtained enamines is complementary to that reported in previous studies. A plausible explanation for the observed selectivity was attained by means of NMR experiments.
Lingua originaleEnglish
pagine (da-a)527-532
Numero di pagine6
RivistaORGANIC & BIOMOLECULAR CHEMISTRY
Volume17
DOI
Stato di pubblicazionePubblicato - 2019

Keywords

  • gold-catalysis
  • hydroamination
  • stereo and regio-selective reaction

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