Domino gold-catalyzed rearrangement and fluorination of propargyl acetates.
A combination of IPrAuNTf(2) as catalyst in the presence of Selectfluor has been successfully used for the high yielding synthesis of α-fluoroenones via 1,3-acyloxy rearrangement of propargyl acetates followed by Csp(2)-F bond formation, likely involving a redox Au(I)/Au(III) catalytic cycle.
de Haro
Teresa
T
Organic Chemistry Institute, University of Zürich, Winterthurerstrasse 190, Switzerland.
Nevado
Cristina
C
D002384:Catalysis; D006046:Gold / Q000737:chemistry*; D007659:Ketones / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D050607:Organogold Compounds / Q000737:chemistry*; D010293:Pargyline / Q000737:chemistry*; D013237:Stereoisomerism
D007659:Ketones; D050607:Organogold Compounds; D006046:Gold; D010293:Pargyline