Nitrile-promoted Rh-catalyzed intermolecular hydroacylation of olefins with salicylaldehyde.
Rh-catalyzed intermolecular hydroacylation between salicylaldehyde and alkenylnitriles proceeded at room temperature to preferentially give normal-hydroacylated products. Addition of CH3CN and NaOAc accelerated the Rh-catalyzed hydroacylation of monoolefins to exclusively produce the normal-hydroacylated products under mild reaction conditions. Plausible mechanisms for the regioselections are also described.
Imai
Masanori
M
Hokkaido College of Pharmacy, Hokkaido 047-0264, Japan.
Tanaka
Masakazu
M
Nagumo
Shinji
S
Kawahara
Norio
N
Suemune
Hiroshi
H
D000215:Acylation; D000447:Aldehydes / Q000737:chemistry*; D000475:Alkenes / Q000737:chemistry*; D002384:Catalysis; D006859:Hydrogen / Q000737:chemistry*; D015394:Molecular Structure; D009570:Nitriles / Q000737:chemistry*; D012238:Rhodium / Q000737:chemistry*
D000447:Aldehydes; D000475:Alkenes; D009570:Nitriles; C013243:salicylaldehyde; D006859:Hydrogen; D012238:Rhodium