Palladium-catalyzed direct arylation of 4-chromanones: Selective synthesis of racemic isoflavanones and 3,3-diaryl-4-chromanones
For the first time, the synthesis of racemic isoflavanones has been achieved in satisfactory to good yields and with high selectivity by Pd-catalyzed direct C-3 arylation of 3-unsubstituted 4-chromanones with aryl bromides with the aid of a Pd2(dba)3/tBu 3PHBF4 catalyst system in the presence of KHCO3 as the base in a dioxane/water mixture (4:1). This catalyst system has also been employed in an unprecedented synthesis of 3,3-diaryl-4-chromanones through direct arylation of 4-chromanones in water.
Bellina, Fabio,Masini, Tiziana,Rossi, Renzo
experimental part
p. 1339 - 1344
(2010/04/29)
PALLADIUM CATALYSED ARYLATION OF CHROM-3-EN-4-OL ACETATES VIA THEIR TRIBUTYLTIN ENOLATES
Arylation of in situ generated chrom-3-en-4-ol tributyltin enolates with aryl bromide in the presence of a catalytic amount of PdCl22 gives moderate to good yields of the corresponding isoflavanones.
Donnelly, Dervilla M.X.,Finet, Jean-Pierre,Stenson, Paul H.
p. 15 - 18
(2007/10/02)
The chemistry of pentavalent organobismuth reagents. Part XII. Synthesis of isoflavanones and 3-aryl-4-hydroxycoumarins
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Barton,Donnelly,Finet,Stenson
p. 6387 - 6396
(2007/10/02)
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