化学
三氟甲基化
萘
三氟甲基
蒽
噻吩
茴香醚
光化学
异喹啉
溴化物
产量(工程)
弗里德尔-克拉夫茨反应
有机化学
药物化学
烷基
材料科学
冶金
催化作用
作者
T. Akiyama,Kohji Kato,Masatsugu Kajitani,Yoshio Sakaguchi,Junko Nakamura,H. Hayashi,Akira Sugimori
摘要
The photochemical introduction of trifluoromethyl group with CF3Br in aromatic and heteroaromatic rings was investigated for 9 compounds. Naphthalene, anthracene, anisole, N,N-dimethylaniline, ferrocene, benzo[b]thiophene, isoquinoline, and N-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–CF3Br–CH3CN system, the reaction is found to proceed via the electron transfer from an excited singlet state of naphthalene to CF3Br.
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