An Expeditious Synthesis of 1‐(4‐Chlorophenyl)‐3,3‐dimethyl‐2‐butanone by a Ligand‐Free Palladium‐Catalyzed α‐Arylation of Pinacolone: Scale‐Up and Effect of Base Concentration | Zendy

Prashad Mahavir | Zendy; Liu Yugang | Zendy; Repič Oljan | Zendy

Premium

An Expeditious Synthesis of 1‐(4‐Chlorophenyl)‐3,3‐dimethyl‐2‐butanone by a Ligand‐Free Palladium‐Catalyzed α‐Arylation of Pinacolone: Scale‐Up and Effect of Base Concentration

Author(s) -

Prashad Mahavir,

Liu Yugang,

Repič Oljan

Publication year - 2003

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.200390062

Subject(s) - chemistry , butanone , ligand (biochemistry) , chlorobenzene , palladium , yield (engineering) , base (topology) , toluene , catalysis , organic chemistry , medicinal chemistry , solvent , mathematical analysis , biochemistry , materials science , receptor , mathematics , metallurgy

An efficient and large‐scale synthesis of 1‐(4‐chlorophenyl)‐3,3‐dimethyl‐2‐butanone ( 1 ) by an α‐arylation of pinacolone ( 2 ) with 1‐bromo‐4‐chlorobenzene ( 3 ) in the presence of palladium acetate and sodium t ‐butoxide in toluene is described. An increase in the concentration of sodium t ‐butoxide to 2.5–3.0 equivalents suppressed the formation of over‐arylated products. These ligand‐free conditions afforded a yield of 1 that was comparable to those obtained by using a ligand.

This content is not available in your region!

Continue researching here.

Having issues? You can contact us here

Accelerating Research