Catalytic Action of Azolium Salts. VIII. Oxidative Aroylation with Arenecarbaldehydes Catalyzed by 1,3-Dimethylbenzimidazolium Iodide
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概要
- 論文の詳細を見る
Refluxing of a mixture of benzaldehyde (1a), 1,3-dimethylbenzimidazolium iodide (7), p-nitroaniline (9b) as an oxidizing agent, and 1,8-diazabicyclo[5,4,0]-7-undecene (DBU) in MeOH afforded methyl benzoate (2a) in good yield. Other methyl arenecarboxylates 2 were similarly obtained from arenecarbaldehydes 1. We showed that this aroylation proceeds via the 2-aroyl-1,3-dimethylbenzimidazolium salt (8). The 1,2,4-triazolium salt (18) and the naphtho[1,2-d]imidazolium salt (19) were also effective catalysts for this oxidative aroylation. However, the aroylation did not proceed with the imidazolium salt (20). In the presence of flavins (25a-c), arenecarbaldehydes 1 reacted in MeOH under aerobic conditions catalyzed by the benzimidazolium salt 7 to give the corresponding methyl arenecarboxylates 2. 1-Methyl-3-[3-(10-phenylisoalloxazin-3-yl)propyl]benzimidazolium bromide (27) is an effective complex catalyst for this oxidative aroylation.
- 公益社団法人日本薬学会の論文
- 1997-08-15
著者
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Suzuki Y
School Of Pharmaceutical Sciences University Of Shizuoka
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Suzuki Y
Fukuoka Inst. Technol. Fukuoka
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Suzuki Y
Department Of Pharmacobiology And Therapeutics Faculty Of Pharmacy Meijo University
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Suzuki Y
Core Research For Evolutional Science And Technology (crest Jst) University Of Shizuoka School Of Ph
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MIYASHITA Akira
School of Pharmaceutical Sciences, University of Shizuoka
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SUZUKI Yumiko
School of Pharmaceutical Sciences, University of Shizuoka
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IWAMOTO Ken-ichi
School of Pharmaceutical Sciences, University of Shizuoka
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HIGASHINO Takeo
School of Pharmaceutical Sciences, University of Shizuoka
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NAGASAKI Izuru
School of Pharmaceutical Sciences, University of Shizuoka
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ISHIGURO Chie
School of Pharmaceutical Sciences, University of Shizuoka
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Suzuki Yumiko
School Of Pharmaceutical Sciences University Of Shizuoka
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Ishiguro Chie
School Of Pharmaceutical Sciences University Of Shizuoka
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Nagasaki Izuru
School Of Pharmaceutical Sciences University Of Shizuoka
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Iwamoto K
Eisai Co. Ltd. Gifu Jpn
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Miyashita A
School Of Pharmaceutical Sciences University Of Shizuoka
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Miyashita A
Department Of Applied Chemistry Faculty Of Engineering Saitama University
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Miyashita Akira
Department Of Applied Physics School Of Engineering Nagoya University
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Miyashita Akira
School Of Pharmaceutical Sciences University Of Shizuoka
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Higashino Tt
School Of Pharmaceutical Sciences University Of Shizuoka
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Suzuki Yumiko
School Of Pharmaceutical Sciences Toho University
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Iwamoto Ken-ichi
School Of Pharmaceutical Sciences University Of Shizuoka
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