
Tetrahedron p. 1943 - 1952 (1996)
Update date:2022-09-26
Topics:
Ohno, Toshinobu
Aramaki, Hideo
Nakahiro, Hideki
Nishiguchi, Ikuzo
Electroreductive acylation of 3-aryl substituted α,β-unsaturated esters and nitriles in the presence of aliphatic carboxylic anhydrides using reactive metal anode (Mg, Al, Zn) in an undivided cell afforded the corresponding β-acyl compounds in moderate to good yields. It was found that anionic species formed by electron transfer from a cathode may be stabilized by metal ions freshly formed from an anode and undergo electrophilic attack of carboxylic anhydrides to give the β-acyl products in high yields as compared with the previously reported method using a divided cell.
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Doi:10.1021/jo01303a005
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