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Preparation of 4-Anilino-6-aryl-2H-pyran-2-ones from Trilithiated Acetoacetanilides and Aromatic Esters.

Jennifer R. Downs,Sally P. Grant,Jessica D. Townsend,Deborah A. Schady,Stefan J. Pastine,Mildred C. Embree,Clyde R. Metz,William T. Pennington,Rosa D. Bailey Walsch,Charles F. Beam

ChemInform（2004）

Cited 8|Views0
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Abstract
Acetoacetanilide and 4′-chloroacetoacetanilide were trilithiated with excess lithium diisopropylamide and condensed with several aromatic esters, followed by neutralization, separate acid cyclization, and rearrangements. After C-acylation of trilithiated acetoacetanilides and cyclization to 4H-pyran-4-ones, these compounds underwent multistep rearrangements to 4-anilino-6-aryl-2H-pyran-2-ones.Key words: pyranones, trianions, Claisen-type condensations, rearrangements.
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Key words
trilithiated acetoacetanilides,aromatic esters,h-pyran
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