Aqueous α‐Arylation of Mono‐ and Diarylethanone Enolates at Low Catalyst Loading

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 rea...

Full description

Saved in:
Bibliographic Details
Published in:Advanced synthesis & catalysis 2018-04, Vol.360 (8), p.1711-1718
Main Authors: Astarloa, Iratxe, SanMartin, Raul, Herrero, María Teresa, Domínguez, Esther
Format: Article
Language:English
Subjects:
Acetophenone
aryl halides
Catalysis
Catalysts
ketones
Palladium
water
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary: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.
ISSN:1615-4150
1615-4169
DOI:10.1002/adsc.201701596