Premium
Nickel‐Catalyzed Electrosynthesis of Aryl and Vinyl Phosphinates
Author(s) -
Daili Farah,
Ouarti Abdelhakim,
Pinaud Marine,
Kribii Ibtihal,
Sengmany Stéphane,
Le Gall Erwan,
Léonel Eric
Publication year - 2020
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.202000422
Subject(s) - electrosynthesis , aryl , chemistry , nickel , electrolysis , catalysis , electrochemistry , halogenation , alkyl , anode , organic chemistry , polymer chemistry , electrode , electrolyte
A mild and useful nickel‐catalyzed electrochemical phosphonylation of aryl and vinyl bromides is described. We show that alkyl H ‐phenylphosphinates can be coupled electrochemically with functionalized aryl and vinyl bromides using very simple conditions (Fe/Ni anode, bench‐stable nickel pre‐catalyst, undivided cell, galvanostatic electrolysis) to furnish the corresponding aryl and vinyl phosphinates in satisfactory to good yields. Couplings can also be applied to heteroaromatic bromides with some limitations like increased propensity to hydro‐dehalogenation.