Sequential Annulations to Interesting Novel Pyrrolo[3,2-<i>c</i>]carbazoles

Herein we report a significant, valuable extension of a recently implemented pyrrole benzannulation methodology that, employing versatile nitrodienes from our lab as useful C<sub>4</sub> building blocks, led to indole derivatives characterized by unusual patterns of substitution. The 6-n...

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Bibliographic Details
Main Authors: Alice Benzi, Lara Bianchi, Massimo Maccagno, Angela Pagano, Giovanni Petrillo, Cinzia Tavani
Format: Article
Language:English
Published: MDPI AG 2019-10-01
Series:Molecules
Subjects:
Online Access:https://www.mdpi.com/1420-3049/24/20/3802
Description
Summary:Herein we report a significant, valuable extension of a recently implemented pyrrole benzannulation methodology that, employing versatile nitrodienes from our lab as useful C<sub>4</sub> building blocks, led to indole derivatives characterized by unusual patterns of substitution. The 6-nitro-7-arylindoles resulting from suitably derivatized, non-symmetric dienes are of foreseeable synthetic interest in search for new polyheterocyclic systems. As an example, pyrrolocarbazoles with a rarely reported ring fusion were synthesized with the classical Cadogan protocol. Furthermore, the proven easy reducibility of the nitro group to amine will surely open the way to further interesting elaborations.
ISSN:1420-3049