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Aqueous α‐Arylation of Mono‐ and Diarylethanone Enolates at Low Catalyst Loading
Author(s) -
Astarloa Iratxe,
SanMartin Raul,
Herrero María Teresa,
Domínguez Esther
Publication year - 2018
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201701596
Subject(s) - chemistry , acetophenone , catalysis , palladium , aqueous solution , diphenylphosphine , diphenylphosphine oxide , solvent , oxide , organic chemistry , combinatorial chemistry , nuclear chemistry , inorganic chemistry , phosphine
Acetophenone and deoxybenzoin derivatives are selectively α‐arylated using a combination of very small amounts of palladium acetate and diphenylphosphine oxide as catalyst system and water as the only solvent. Target di‐ and triarylethanones are isolated virtually free of metal residues, and the reaction is amenable to gram‐scale. A mechanistic proposal based on TEM images, poisoning experiments, kinetic plot and ESI‐MS spectrometry is also provided.