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A new olefin synthesis. Synchronous elimination of nitro and ester groups or nitro and keto groups from. beta.-nitro esters or. beta.-nitro ketones

N Ono, R Tamura, H Eto, I Hamamoto…

文献索引:Ono, Noboru; Tamura, Rui; Eto, Hiromichi; Hamamoto, Isami; Nakatsuka, Tamon; et al. Journal of Organic Chemistry, 1983 , vol. 48, # 21 p. 3678 - 3684

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被引用次数: 27

摘要

A new synthesis of a#-unsaturated nitriles (13), esters (14), ketones (15), or sulfones (16)[R'R2C= CR3Y, Y= CN (13), Y= COOEt (14), Y= C (= O) R (15), Y= SOzR (IS)] starting from a-bromonitroalkanes (1) or a-chloronitroalkanes (2) is presented. The reaction of 1 or 2 with ethyl a-alkylcyanoacetate (3j, diethyl a-alkylmalonate (4), ethyl a-alkylacetoacetate (5), a-alkyl p-diketones (6), or ethyl a-alkyl-a-sulfonylacetate (7) followed by elimination of ...