71568-84-8Relevant articles and documents
Synthesis of isocoumarins and α-pyrones via tandem Stille reaction/heterocyclization
Cherry, Khalil,Parrain, Jean-Luc,Thibonnet, Jerome,Buchene, Alain,Abarbri, Mohamed
, p. 6669 - 6675 (2007/10/03)
A general route to α-pyrones and 3-substituted isocoumarins from (Z)-iodovinylic acids 1a-f or 2-iodobenzoic acids 4a-c is described, including compounds bearing a substituent on the aromatic ring. Treatment of (Z)-β-iodovinylic acids 1a-f or 2-iodobenzoic acids 4a-c with various allenyl-tributyltin reagents in the presence of palladium acetate, triphenylphosphine, and tetrabutylammonium bromide in dimethylformamide provided good yields of the corresponding α-pyrones 3a-k or 3-substituted isocoumarins 5a-g via tandem Stille reaction and 6-endo-dig oxacyclization.