Base-induced Rearrangement of γ-Diketones. I. The Rearrangement of 1, 2, 2-Triphenyl-1, 4-pentanedione to 1, 3, 3-Triphenyl-1, 4-pentanedione

P Yates, GD Abrams, MJ Betts…

文献索引：Yates,P. et al. Canadian Journal of Chemistry, 1971 , vol. 49, p. 2850 - 2860

全文：HTML全文

被引用次数: 10

摘要

Treatment of 4-hydroxy-2, 2-diphenyl-3-pentenoic acid lactone (3) with phenyllithium gives 1, 2, 2-triphenyl-1, 4-pentanedione (2), 1, 3, 3-triphenyl-1, 4-pentanedione (7), and 3, 3- diphenylpropiophenone (16). The γ-diketone 7 is shown to arise via rearrangement of an anion of the γ-diketone 2. The formation of 1, 2, 3-triphenyl-1, 4-pentanedione (27) is not observed, nor is 27 converted to 7 on treatment with base. It is concluded that the ...