An electrochemical coupling of organic halide with aldehydes, catalytic in chromium and nickel salts. the Nozaki-Hiyama-Kishi reaction.
[reaction: see text] Electrochemical arylation of arenecarboxaldehydes using an iron sacrificial anode in the presence of chromium and nickel catalysts afforded the corresponding arylated secondary alcohols in moderate to good yields. The chromium and nickel salts as catalysts are obtained by oxidation of a stainless steel rod during a preelectrolysis in 7% and 3%, respectively. The process was also applied to the addition of vinyl halide, allyl acetate, or alpha-chloroester to aromatic aldehydes.
Durandetti
M
M
Laboratoire d'Electrochimie, Catalyse et Synthèse Organique, CNRS, UMR 7582, Université Paris 12, 2 rue Henri-Dunant 94320 Thiais, France. durandetti@glvt-cnrs.fr
Nédélec
J Y
JY
Périchon
J
J
D000447:Aldehydes / Q000737:chemistry*; D000498:Allyl Compounds / Q000737:chemistry*; D002384:Catalysis; D002857:Chromium / Q000737:chemistry; D004563:Electrochemistry; D009532:Nickel / Q000737:chemistry; D014753:Vinyl Compounds / Q000737:chemistry
D000447:Aldehydes; D000498:Allyl Compounds; D014753:Vinyl Compounds; D002857:Chromium; D009532:Nickel; C003763:vinyl bromide; C050431:allyl bromide