One-pot synthesis of 3-fluoro-4-(trifluoromethyl) quinolines from pentafluoropropen-2-ol and their molecular modification

T Hosokawa, A Matsumura, T Katagiri…

Index: Hosokawa, Tsuyoshi; Matsumura, Akemi; Katagiri, Toshimasa; Uneyama, Kenji Journal of Organic Chemistry, 2008 , vol. 73, # 4 p. 1468 - 1474

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Citation Number: 20

Abstract

Pentafluoropropen-2-ol (PFP) was prepared by the reaction of hexafluoroacetone (HFA) with Mg/TMSCl. The one-pot tandem sequential reactions of PFP via Mannich addition with aldimines followed by Friedel-Crafts cyclization and aromatization afforded the title quinolines. A variety of corresponding 3-substituted quinolines were derived from the title quinoline by nucleophilic substitution of 3-fluorine with nucleophiles. A defluorinative ...