Reactivity of an o-indoloquinone to 1- and 2-azadienes

Laboratoire de Chimie Organique, Faculté de Pharmacie, Université Claude Bernard Lyon 1, France.
CHEMICAL & PHARMACEUTICAL BULLETIN (Impact Factor: 1.16). 07/2000; 48(6):893-4.
Source: PubMed


The cycloaddition reactions of o-indoloquinone 4 to azadienes are described. With 1-azadiene 2, quinone 4 works as a dienophile to give the directly aromatized cycloadduct 6. In contrast, when 2-azadiene 3 is used, the cycloaddition occurs with CO-4, indicating that this system functions as a heterodienophile.

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