Condensation of p-Benzoquinone with 4-Cyano- and 4-Nitroanilines. An Extension of the Nenitzescu Reaction

Article abstract of DOI:10.1021/jo01296a030

A new synthesis of the 6-hydroxycarbazole ring involving the condensation of p-benzoquinone with various electron-withdrawing activated anilines has been presented.This procedure, an extension of the Nenitzescu reaction, gave multiple products identified on the basis of physical and spectral data.The corresponding mechanisms are described.