Nickel-catalyzed cycloaddition of salicylic acid ketals to alkynes via elimination of ketones.
An intermolecular nickel-catalyzed addition reaction has been developed where salicylic acid ketals react with alkynes to afford substituted chromones. A mechanistic rationale is proposed, implying beta-elimination of ketone from ring strained seven-membered nickelacycle to generate a five-membered oxa-nickelacycle intermediate.
Ooguri
Akihiro
A
Department of Material Chemistry, Graduate School of Engineering, Kyoto University, Kyoto 615-8510, Japan.
Nakai
Kenichiro
K
Kurahashi
Takuya
T
Matsubara
Seijiro
S
D000480:Alkynes / Q000737:chemistry*; D002384:Catalysis; D007659:Ketones / Q000737:chemistry*; D009532:Nickel / Q000737:chemistry*; D010084:Oxidation-Reduction; D020156:Salicylic Acid / Q000737:chemistry*
D000480:Alkynes; D007659:Ketones; D009532:Nickel; D020156:Salicylic Acid