Nickel-catalyzed arylation of acrolein diethyl acetal: a substitute to the 1,4-addition of arylhalides to acrolein.
[reaction: see text] In the presence of catalytic amount of NiBr(2) as catalyst precursor, organic halides are reductively coupled at 70 degrees C with acrolein diethyl acetal to give (Z)- and (E)-enolethers by allylic deplacement of an alkoxy group. Subsequent hydrolysis affords beta-arylated aldehydes.
Condon
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Laboratoire d'Electrochimie, Catalyse et Synthèse Organique, CNRS-Université Paris XII-UMR 7582, 2 rue Henri Dunant, 94320 Thiais, France. condon@glvt-cnrs.fr
Dupré
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Nédélec
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