Nickel-catalyzed decarbonylative addition of anhydrides to alkynes.
An intermolecular nickel-catalyzed addition reaction has been developed where phthalic anhydrides react with alkynes to afford substituted isocoumarins. A mechanistic rationale is proposed, implying reductive elimination of Ni(0) promoted by ZnCl(2) cocatalyst as the key step of the catalytic cycle.
Kajita
Yuichi
Y
Department of Material Chemistry, Graduate School of Engineering, Kyoto University, Kyoto 615-8510, Japan.
Kurahashi
Takuya
T
Matsubara
Seijiro
S
D000480:Alkynes / Q000737:chemistry*; D000812:Anhydrides / Q000737:chemistry*; D002244:Carbon / Q000737:chemistry; D002384:Catalysis; D002621:Chemistry / Q000379:methods*; D002712:Chlorides / Q000737:chemistry; D003374:Coumarins / Q000737:chemistry; D008956:Models, Chemical; D015394:Molecular Structure; D009532:Nickel / Q000737:chemistry*; D010100:Oxygen / Q000737:chemistry; D010796:Phthalic Anhydrides / Q000737:chemistry; D017967:Zinc Compounds / Q000737:chemistry
D000480:Alkynes; D000812:Anhydrides; D002712:Chlorides; D003374:Coumarins; D010796:Phthalic Anhydrides; D017967:Zinc Compounds; D002244:Carbon; D009532:Nickel; C016837:zinc chloride; C030123:coumarin; D010100:Oxygen; C043103:phthalic anhydride