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Fluorine-containing 1,10-phenanthrolines synthesis: an original and efficient approach by the pyridine-ring formation reaction of N-propargyl-5,7-bis(trifluoroacetyl)-8-quinolylamine with various nucleophiles |
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| Authors: | Dai Shibata,Takayuki Miyaoku,Maurice Mé debielle |
| Affiliation: | a Graduate School of Science and Technology, Kobe University, Rokkodai-cho, Nada-ku, Kobe 657-8501, Japan b Department of Chemical Science and Engineering, Graduate School of Engineering, Kobe University, Rokkodai-cho, Nada-ku, Kobe 657-8501, Japan c Université de Lyon, Université Claude Bernard Lyon 1 (UCBL), Institut de Chimie et Biochimie Moléculaires et Supramoléculaires (ICBMS), Laboratoire de Synthèse de Biomolécules (LSB), UMR 5246 CNRS-UCBL-INSA Lyon-CPE Lyon, 43 Bd du 11 Novembre 1918, Villeurbanne 69622, France |
| Abstract: | Novel fluorine-containing 1,10-phenanthrolines having a variety of substituents at the 3-position were easily synthesized in moderate yields by the pyridine-ring formation reaction of N-propargyl-5,7-bis(trifluoroacetyl)-8-quinolylamine with various amines, thiols, and phenols. Unexpectedly, the reactive intermediates 1,4-dihydro-1,10-phenanthrolin-4-ols were isolated for the first time in the reactions with dialkylamines. |
| Keywords: | 1,10-Phenanthrolines Fluorine Pyridine-ring formation Propargylamines 8-Quinolylamines |
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