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Updated: Jan 5, 2026

Synthesis of pH Dependent Pyrazole, Imidazole, and Isoindolone Dipyrrinone Fluorophores using a Claisen-Schmidt Condensation Approach
Published on: June 10, 2021
Sequential Annulations to Interesting Novel Pyrrolo[3,2-c]carbazoles
Alice Benzi1, Lara Bianchi2, Massimo Maccagno3
1Department of Chemistry and Industrial Chemistry, Università di Genova, Via Dodecaneso 31, I-16146 Genova, Italy. alice.benzi@edu.unige.it.
Abstract:
Herein we report a significant, valuable extension of a recently implemented pyrrole benzannulation methodology that, employing versatile nitrodienes from our lab as useful C4 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.
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