Michael adducts of a half-blocked enedione as sources of 3-substituted 2, 5-diketones and 2, 5-dialkylfurans

D Mackay, EG Neeland, NJ Taylor

文献索引：Mackay, Donald; Neeland, Edward G.; Taylor, Nicholas J. Journal of Organic Chemistry, 1986 , vol. 51, # 12 p. 2351 - 2361

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被引用次数: 15

摘要

The dioxazolylbutenones 2a, formed by isomerization of the Diels-Alder adducts of 2, fi- dimethylfuran with (nitrosocarbony1) benzene [2+ 41, are efficient Michael acceptors of a wide variety of carbon and heteroatom nucleophiles. The resulting adducts 5 function as half- blocked 1, 4-diones. They can be converted into the corresponding diketones 10 by hot aqueous EtOH or Pd-Hz or into the 3-substituted 2, 5-dimethylfurans 19 by BF3, either ...