AI Article Synopsis
- Pentafluoropropen-2-ol (PFP) is synthesized from hexafluoroacetone (HFA) using a reaction with magnesium and TMSCl.
- The synthesis involves a series of reactions, including a Mannich addition with aldimines followed by Friedel-Crafts cyclization and aromatization to produce various 3-substituted quinolines.
- A further transformation replaces a trifluoromethyl group in these quinolines with hydrazine, resulting in the formation of pyrazoloquinoline.
Article 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 transformation of the 4-trifluoromethyl group of the title quinoline with hydrazine afforded pyrazoloquinoline.
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