A new H2O2/acid anhydride system for the iodoarene-catalyzed C-C bond-forming reactions of phenols.
We have succeeded in the first versatile iodoarene-catalyzed C-C bond-forming reactions by development of a new reoxidation system at low temperatures using stoichiometric bis(trifluoroacetyl) peroxide A in 2,2,2-trifluoroethanol (TFE). The catalytic system supplies a wide range of substrates and functional availabilities sufficient to be used in the key synthetic process of producing biologically important Amaryllidaceae alkaloids.
Dohi
Toshifumi
T
Graduate School of Pharmaceutical Sciences, Osaka University, 1-6 Yamada-oka, Suita, Osaka, 565-0871 Japan.
Minamitsuji
Yutaka
Y
Maruyama
Akinobu
A
Hirose
Satoshi
S
Kita
Yasuyuki
Y
D002384:Catalysis; D005463:Fluoroacetates; D006847:Hydrocarbons, Iodinated / Q000737:chemistry*; D006861:Hydrogen Peroxide / Q000737:chemistry*; D007659:Ketones / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D010084:Oxidation-Reduction; D010545:Peroxides / Q000138:chemical synthesis / Q000737:chemistry*; D010636:Phenols / Q000737:chemistry*; D013141:Spiro Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D013696:Temperature; D014269:Trifluoroacetic Acid / Q000138:chemical synthesis / Q000737:chemistry; D014270:Trifluoroethanol / Q000737:chemistry
D005463:Fluoroacetates; D006847:Hydrocarbons, Iodinated; D007659:Ketones; D010545:Peroxides; D010636:Phenols; D013141:Spiro Compounds; D014270:Trifluoroethanol; D006861:Hydrogen Peroxide; D014269:Trifluoroacetic Acid