Novel Synthesis of 7-Fluoro-8-(trifluoromethyl)- 1H-1,6-naphthyridin-4-one Derivatives: Intermolecular Cyclization of an N-Silyl-1-azaallyl Anion with Perfluoroalkene and Subsequent Intr

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• 作者：Hiroyuki Suzuki ; Norio Sakai ; Ryohei Iwahara ; Takayuki Fujiwaka ; Mitsunobu Satoh ; Akikazu Kakehi ; Takeo Konakahara
• 刊名：Journal of Organic Chemistry
• 出版年：2007
• 出版时间：July 20, 2007
• 年：2007
• 卷：72
• 期：15
• 页码：5878 - 5881
• 全文大小：107K
• 年卷期：v.72,no.15(July 20, 2007)
• ISSN：1520-6904

文摘

In this study, fluorine-containing pentasubstituted pyridinederivatives 9a-m were prepared regioselectively in goodyields by the intermolecular cyclization of a variety ofN-silyl-1-azaallylic anion intermediates 7, which were generated from a functionalized silane 5 and an aromatic/aliphaticnitrile 6 with perfluoroalkene 8. Also, 7-fluoro-8-(trifluoromethyl)-1H-1,6-naphthyridin-4-one derivatives 11a-k weresynthesized in excellent yields by the subsequent base-promoted intramolecular skeletal transformation of theresulting pyridine derivatives 10a-k.