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Synthesis and Diels-Alder reactivity of ortho-carbazolequinones.

Chemical & pharmaceutical bulletin (2004-09-02)
Muriel Compain-Batissou, Djamila Latreche, Jacques Gentili, Nadia Walchshofer, Zouhair Bouaziz
ABSTRACT

Oxidation of 2- and 3-hydroxycarbazoles with Frémy's salt gave the corresponding ortho-carbazolequinones. These molecules react as carbodienophiles in Diels-Alder reaction with 1-acetoxy-1,3-butadiene and 1,3-cyclopentadiene to provide the novel benzocarbazolequinone structures 15, 16, 18 and 19.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
1-Acetoxy-1,3-butadiene, mixture of cis and trans