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2005
Ketones
Q 0350
37- 072
A RuH2(CO)(PPh3)3-Catalyzed Regioselective Arylation of Aromatic Ketones
with Arylboronates via Carbon—Hydrogen Bond Cleavage. — The Ru-catalyzed
arylation of aromatic ketones via C—H bond cleavage using aryl boron compounds and
an aliphatic ketone, especially pinacolone, provides ortho-substituted products in good
to excellent yields. The ketone acts as a scavenger of ortho-hydrogens of the aromatic
ketones and the B(OR)2 moiety of the arylboron substrates. Fused aromatic ketones
such as α-tetralones and 1-benzosuberone show a high reactivity. The electronic nature
of the substituent in the benzene ring of the arylboronates does not greatly affect the
reactivity. — (KAKIUCHI*, F.; MATSUURA, Y.; KAN, S.; CHATANI, N.; J. Am.
Chem. Soc. 127 (2005) 16, 5936-5945; Dep. Appl. Chem., Fac. Eng., Osaka Univ.,
Suita, Osaka 565, Japan; Eng.) — Bartels
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