TY - JOUR
T1 - Selective Monoarylation of Aromatic Ketones via C-H Bond Cleavage by Trialkylphosphine Ruthenium Catalysts
AU - Suzuki, Issei
AU - Kondo, Hikaru
AU - Kochi, Takuya
AU - Kakiuchi, Fumitoshi
N1 - Publisher Copyright:
© 2019 American Chemical Society.
PY - 2019/10/18
Y1 - 2019/10/18
N2 - A catalyst system consisting of RuHCl(CO)(PiPr3)2, CsF, and a styrene derivative was found to be applicable to selective monoarylation of aromatic ketones via ortho C-H bond cleavage. The reaction of 2′-methoxyacetophenone with arylboronates gave C-H arylation products without cleaving the ortho C-O bond. Acetophenone was also converted to monoarylation products with high selectivity. Cyclohexanone was found to be an effective solvent for the C-H arylation using the catalyst system.
AB - A catalyst system consisting of RuHCl(CO)(PiPr3)2, CsF, and a styrene derivative was found to be applicable to selective monoarylation of aromatic ketones via ortho C-H bond cleavage. The reaction of 2′-methoxyacetophenone with arylboronates gave C-H arylation products without cleaving the ortho C-O bond. Acetophenone was also converted to monoarylation products with high selectivity. Cyclohexanone was found to be an effective solvent for the C-H arylation using the catalyst system.
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U2 - 10.1021/acs.joc.9b01756
DO - 10.1021/acs.joc.9b01756
M3 - Article
C2 - 31533418
AN - SCOPUS:85073193817
SN - 0022-3263
VL - 84
SP - 12975
EP - 12982
JO - Journal of Organic Chemistry
JF - Journal of Organic Chemistry
IS - 20
ER -