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  • An electrochemical coupling of organic halide with aldehydes, catalytic in chromium and nickel salts. the Nozaki-Hiyama-Kishi reaction.

An electrochemical coupling of organic halide with aldehydes, catalytic in chromium and nickel salts. the Nozaki-Hiyama-Kishi reaction.

Organic letters (2001-06-22)
M Durandetti, J Y Nédélec, J Périchon
ABSTRACT

[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.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Allyl bromide, ReagentPlus®, 99%, contains ≤1000 ppm propylene oxide as stabilizer
Sigma-Aldrich
Allyl bromide, reagent grade, 97%, contains ≤1000 ppm propylene oxide as stabilizer