Gold() catalysed regio- and stereoselective intermolecular hydroamination of internal alkynes: towards functionalised azoles

Gold( i ) catalysed regio- and stereoselective intermolecular hydroamination of internal alkynes was developed for the effective synthesis of a series of ( Z )-functionalised vinylazoles under solvent free conditions. The catalytic hydrogenation of the resulting enamines leads to substituted saturat...

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Bibliographic Details
Published in:Organic & biomolecular chemistry 2019-04, Vol.17 (15), p.385-3811
Main Authors: Michon, Christophe, Gilbert, Joachim, Trivelli, Xavier, Nahra, Fady, Cazin, Catherine S. J, Agbossou-Niedercorn, Francine, Nolan, Steven P
Format: Article
Language:English
Subjects:
Alkynes
Azoles
Catalysis
Chemical Sciences
Gold
Heterocyclic compounds
NMR
Nuclear magnetic resonance
Organic chemistry
Stereoselectivity
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Summary:Gold( i ) catalysed regio- and stereoselective intermolecular hydroamination of internal alkynes was developed for the effective synthesis of a series of ( Z )-functionalised vinylazoles under solvent free conditions. The catalytic hydrogenation of the resulting enamines leads to substituted saturated azoles in good yields. Vinyl- and saturated azoles were synthesised through gold( i ) catalysed regio- and stereoselective intermolecular hydroamination of internal alkynes and subsequent hydrogenation.
ISSN:1477-0520
1477-0539
DOI:10.1039/c9ob00587k