Tandem intermolecular Suzuki coupling/intramolecular vinyl triflate-arene coupling.
Treatment of a benzyl substituted meso-ditriflate with boronic acids in the presence of palladium acetate, triphenylphosphine and caesium fluoride results in intermolecular Suzuki coupling followed by vinyl triflate-arene cyclisation to provide, in high yields, single regioisomers of tricyclic-carbocycles.
Department of Chemistry, University of Bath, Bath, UK BA2 7AY. m.c.willis@bath.ac.uk
Michael C
MC
Willis
Christelle K
CK
Claverie
Mary F
MF
Mahon
D001897:Boronic Acids / Q000138:chemical synthesis* / Q000737:chemistry*; D002384:Catalysis; D002586:Cesium / Q000737:chemistry; D002625:Chemistry, Organic / Q000379:methods*; D003500:Cyclization; D005459:Fluorides / Q000737:chemistry; D008698:Mesylates / Q000737:chemistry*; D015394:Molecular Structure; D009943:Organophosphorus Compounds / Q000737:chemistry; D010165:Palladium / Q000737:chemistry; D013237:Stereoisomerism; D014753:Vinyl Compounds / Q000737:chemistry*
D001897:Boronic Acids; D008698:Mesylates; D009943:Organophosphorus Compounds; D014753:Vinyl Compounds; C437735:vinyl triflate; D002586:Cesium; C061896:triphenylphosphine; D010165:Palladium; D005459:Fluorides; C027754:cesium fluoride