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Synthesis 1996; 1996(11): 1363-1370
DOI: 10.1055/s-1996-4393
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Reaction of Active Methylene Compounds with α-Fluoroalkyl Ketones or Esters: A Convenient Synthesis of 4-Trifluoromethylpyridines and meta-Trifluoromethylphenols

Hui-Ping Guan, Chang-Ming Hu*
  • *Shanghai Institute of Organic Chemistry, Academia Sinica, 354 Fenglin Lu, Shanghai 200032, People’s Republic of China, Fax +86(21)64166128
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Publication Date:
31 December 2000 (online)

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The reaction of α-fluoroalkyl ketones 1 or ethyl α-fluoroalkylacetates 2 with active methylene compounds such as methyl acetoacetate (3), acetylacetone (4) and diethyl malonate (5) produced unsaturated fluoroalkyl-containing 1,5-dicarbonyl compounds 6, from which polyalkyl-substituted 4-trifluoromethylpyridines 7, 4-trifluoromethylpryrid-2(1H)-ones 8 and meta-trifluoromethylphenols 9 were synthesized conveniently.

A convenient synthesis of 4-trifluoromethylpyridines and meta-trifluoromethylphenols