A New Synthetic Method for the Preparation of Indenones from Aromatic Imines. Ru3(CO)12-Catalyzed Carbonylation at an ortho C-H Bond in the Aromatic Imines

Journal of Organic Chemistry

Volumn 62, Issue 16, 1997, Pages 5647-5650

  Fukuyama, Takahide ^a   Chatani, Naoto ^a   Kakiuchi, Fumitoshi ^a   Murai, Shinji ^a  

^a OSAKA UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0001342581     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo970697f     Document Type: Article

References (31)

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23. It was found that 2-acetyl-4,5-dimethoxybenzaldehyde decomposed during silica gel column chromatography to give 5,6-dimethoxy-3-methyl-3H-isobenzofuran-1-one but not the inden-1-one derivative. Van Broeck, P. I.; Vanderzande, D. J.; Kiekens, E. G.; Hoornaert, G. J. J. Chem. Soc., Perkin Trans. 1 1991, 639.
24. Presumably because high pressure of CO inhibits the coordination of imine nitrogen to a metal center.
25. Compounds similar to 3 and 4 can be isolated in a particular case (vide infra).
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27. The ruthenium-catalyzed conversion of vinylsilanes to ethylene and disilylethylene is known. Wakatuki, Y.; Yamazaki, H.; Nakano, M.; Yamamoto, Y. J. Chem. Soc., Chem. Commun. 1991, 703, Marciniec, B.; Pietraszuk, C. J. Organomet. Chem. 1991, 412, C1. See also: Seki, Y.; Takeshita, K.; Kawamoto, K. J. Organomet. Chem. 1989, 369, 117.
28. The ruthenium-catalyzed conversion of vinylsilanes to ethylene and disilylethylene is known. Wakatuki, Y.; Yamazaki, H.; Nakano, M.; Yamamoto, Y. J. Chem. Soc., Chem. Commun. 1991, 703, Marciniec, B.; Pietraszuk, C. J. Organomet. Chem. 1991, 412, C1. See also: Seki, Y.; Takeshita, K.; Kawamoto, K. J. Organomet. Chem. 1989, 369, 117.
29. The ruthenium-catalyzed conversion of vinylsilanes to ethylene and disilylethylene is known. Wakatuki, Y.; Yamazaki, H.; Nakano, M.; Yamamoto, Y. J. Chem. Soc., Chem. Commun. 1991, 703, Marciniec, B.; Pietraszuk, C. J. Organomet. Chem. 1991, 412, C1. See also: Seki, Y.; Takeshita, K.; Kawamoto, K. J. Organomet. Chem. 1989, 369, 117.
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