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Sequential Annulations to Interesting Novel Pyrrolo[3,2-c]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(4) building blocks, led to indole derivatives characterized by unusual patterns of substitution. The 6-nitro-7-arylindoles re...
Autores principales: | , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
MDPI
2019
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6832463/ https://www.ncbi.nlm.nih.gov/pubmed/31652581 http://dx.doi.org/10.3390/molecules24203802 |
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author | Benzi, Alice Bianchi, Lara Maccagno, Massimo Pagano, Angela Petrillo, Giovanni Tavani, Cinzia |
author_facet | Benzi, Alice Bianchi, Lara Maccagno, Massimo Pagano, Angela Petrillo, Giovanni Tavani, Cinzia |
author_sort | Benzi, Alice |
collection | PubMed |
description | Herein we report a significant, valuable extension of a recently implemented pyrrole benzannulation methodology that, employing versatile nitrodienes from our lab as useful C(4) 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. |
format | Online Article Text |
id | pubmed-6832463 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2019 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
spelling | pubmed-68324632019-11-25 Sequential Annulations to Interesting Novel Pyrrolo[3,2-c]carbazoles Benzi, Alice Bianchi, Lara Maccagno, Massimo Pagano, Angela Petrillo, Giovanni Tavani, Cinzia Molecules Article Herein we report a significant, valuable extension of a recently implemented pyrrole benzannulation methodology that, employing versatile nitrodienes from our lab as useful C(4) 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. MDPI 2019-10-22 /pmc/articles/PMC6832463/ /pubmed/31652581 http://dx.doi.org/10.3390/molecules24203802 Text en © 2019 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/). |
spellingShingle | Article Benzi, Alice Bianchi, Lara Maccagno, Massimo Pagano, Angela Petrillo, Giovanni Tavani, Cinzia Sequential Annulations to Interesting Novel Pyrrolo[3,2-c]carbazoles |
title | Sequential Annulations to Interesting Novel Pyrrolo[3,2-c]carbazoles |
title_full | Sequential Annulations to Interesting Novel Pyrrolo[3,2-c]carbazoles |
title_fullStr | Sequential Annulations to Interesting Novel Pyrrolo[3,2-c]carbazoles |
title_full_unstemmed | Sequential Annulations to Interesting Novel Pyrrolo[3,2-c]carbazoles |
title_short | Sequential Annulations to Interesting Novel Pyrrolo[3,2-c]carbazoles |
title_sort | sequential annulations to interesting novel pyrrolo[3,2-c]carbazoles |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6832463/ https://www.ncbi.nlm.nih.gov/pubmed/31652581 http://dx.doi.org/10.3390/molecules24203802 |
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