Vinylindenes and some heteroanalogues in the Diels-Alder reaction. V. 3-Vinylindoles and quinones

1978/08/01 by R Bergamasco, Rosângela Bergamasco, QN Porter +2
Chemistry · #Asymmetric Synthesis and Catalysis #Organic Chemistry Cycloaddition Reactions #Oxidative Organic Chemistry Reactions

paper · doi:10.1071/ch9781841

openalex publication_date 1978/08/01 · openalex created_date 2025/10/10 · openalex updated_date 2026/07/28

Abstract

3-Vinylindoles give adducts containing a benzo- or naphtho-carbazole ring system by 1,4-cycloadditionsto 1,4-benzoquinone and 1,4- naphthoquinone respectively. The adducts are readily dehydrogenated to the corresponding heterocyclic quinones. No skeletal rearrangement accompanies oxidation with oxygen in base.

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