Domino reactions with fluorinated five-membered heterocycles - Syntheses of trifluoromethyl substituted butenolides and γ-ketoacids

Abstract:

A new approach to trifluoromethyl substituted butenolides and their thioanalogues is described starting from 2-fluoro-3-trifluoromethylfurans and -thiophenes, respectively. The reaction sequence includes three steps - nucleophilic displacement reaction, Claisen, and finally Cope rearrangement - which can be run as domino reaction. A modification of the domino reaction (transesterification instead of Cope rearrangement) provides a concise access to α-trifluoromethyl-γ-ketoacids. © Springer-Verlag 2005.

Año de publicación:

2005

Keywords:

• 2-Fluoro-3-trifluoromethylfurans
• Domino reactions
• Trifluoromethyl substituted butenolides
• α-Trifluoromethyl-γ-keto acids
• 2-Fluoro-3-trifluoromethylthiophenes

Fuente:

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