Construction of 3-Nitrocarbazoles via Domino Henry Reaction/Dehydration/Benzannulation of 2-Alkynylindole-3-carbaldehydes

Abstract

A novel domino reaction, involving Henry reaction, dehydration, and intramolecular benzannulation of 2-alkynylindole-3-carbaldehydes with nitromethane, has been developed for the synthesis of 3-nitrocarbazoles. This conversion displays good synthetic efficacy, allowing the formation of two carbon–carbon bonds under similar basic conditions. Further transformation of the 3-nitrocarbazole to indolo[3,2-b]carbazole was also demonstrated.

Keywords

Carbazole - Henry reaction - Benzannulation - Domino reaction - indolo[3,2-b]carbazole

Publication History

Received: 05 May 2025

Accepted after revision: 06 June 2025

Accepted Manuscript online:
06 June 2025

Article published online:
24 July 2025

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