Artigo Revisado por pares

Formation of acyclic products in the reactions of diethyl methylenemalonate and 1,1-diphenylethylene with nitrosobenzene

1965; Elsevier BV; Volume: 21; Issue: 10 Linguagem: Inglês

10.1016/s0040-4020(01)98359-0

ISSN

1464-5416

Autores

C. E. Griffin, Norbert F. Hepfinger, B. L. Shapiro,

Tópico(s)

Synthesis and Catalytic Reactions

Resumo

A reinvestigation of the reactions of nitrosobenzene with diethyl methylenemalonate and 1,1-diphenylethylene has shown that the products obtained are N-phenyl-N-(β,β-dicarbethoxyvinyl)-hydroxylamine and α,α,N-triphenylnitrone, respectively. These findings refute the previous assignments (Ingold, 1924) of 1,2-oxazetidine ring structures for these products. Proofs of structure were based upon IR, UV and PMR spectroscopy in addition to degradation and reduction studies.

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