Photochemical trifluoromethylation of some aromatic and heteroaromatic compounds with trifluoromethyl bromide.
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概要
- 論文の詳細を見る
The photochemical introduction of trifluoromethyl group with CF<SUB>3</SUB>Br in aromatic and heteroaromatic rings was investigated for 9 compounds. Naphthalene, anthracene, anisole, <I>N</I>,<I>N</I>-dimethylaniline, ferrocene, benzo[<I>b</I>]thiophene, isoquinoline, and <I>N</I>-methylpyrrole gave trifluoromethylated products in 6.5–100% yields. In one step from uracil, a pharmacologically important 5-trifluoromethyluracil can be synthesized by this method in 11% yield. Based on the mechanistic study carried out for the naphthalene–CF<SUB>3</SUB>Br–CH<SUB>3</SUB>CN system, the reaction is found to proceed via the electron transfer from an excited singlet state of naphthalene to CF<SUB>3</SUB>Br.
- 公益社団法人 日本化学会の論文
著者
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KAJITANI Masatsugu
Department of Chemistry, Faculty of Science and Technology, Sophia University
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HAYASHI Hisaharu
The Institute of Physical and Chemical Research
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Kato Kohji
Department Of Mechanical Engineering Tohoku University
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NAKAMURA Junko
The Institute of Physical and Chemical Research
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Sugimori Akira
Department Of Chemistry Faculty Of Science And Technology Sophia University
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Akiyama Takeo
Department Of Chemistry Faculty Of Science And Technology Sophia University
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Sakaguchi Yoshio
The Institute for Solid State Physics, The University of Tokyo
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Kato Kohji
Department of Chemistry, Faculty of Science and Technology, Sophia University
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