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Highly chemoselective heterogeneous Pd-catalyzed biaryl synthesis from haloarenes: Reaction in an oil-in-water microemulsion

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  • Sudip Mukhopadhyay
  • Yaghmur, Anan
  • Mubeen Baidossi
  • Buddhadeb Kundu
  • Yoel Sasson

Heterogeneous Pd/C-catalyzed reductive coupling of substituted haloarenes to the respective biaryls is effected with very high chemoselectivity in an oil-in-water microemulsion, using a reducing agent such as formate and a base, NaOH, in the presence of a catalytic amount of tetrabutylammonium bromide (TBAB) at 75°C. Almost 100% biphenyl selectivity is obtained with iodobenzene. High coupling yields are achieved with 4-chlorotoluene and 4-chlorobenzaldehyde as the substrate. The competitive reduction reaction becomes predominant when the water-in-oil microemulsion is used as the solvent medium.

OriginalsprogEngelsk
TidsskriftOrganic Process Research and Development
Vol/bind7
Udgave nummer5
Sider (fra-til)641-643
Antal sider3
ISSN1083-6160
DOI
StatusUdgivet - 1 sep. 2003

ID: 221829300