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Short Paper | Regular issue | Vol 104, No. 3, 2022, pp.573-584
Published online, 24th December, 2021
DOI: 10.3987/COM-21-14598
Synthesis of Trifluoromethyl Derivatives of Quinoline and Isoquinoline

Aki Fujisaka, Daiki Aomatsu, Yoichiro Kakutani, Ryuya Terai, Kumiko Sakaguchi, Masahiro Ikejiri, and Kazuyuki Miyashita*

*Faculty of Pharmacy, Osaka Ohtani University, Nishikiori-Kita 3-11-1, Tondabayashi, Osaka 584-8540, Japan


Trifluoromethyl derivatives of quinoline and isoquinoline were synthesized using phosphonium salts with a trifluoroacetamide group in the presence of 1,8-diazabicyclo[5.4.0]-7-undecene. The quinoline skeleton was formed from a phenethylphosphonium salt with a trifluoroacetamide NH proton, whereas the isoquinoline formation required masking of the amide proton of trifluoroacetamide in the benzylphosphonium structure.