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A Versatile Pd-Catalyzed Alkyne Annulation Process for Benzo[a]carbazoles and their Anticancer Analogues
[Image: see text] A Pd-catalyzed, simple, and divergent approach for the direct synthesis of benzo[a]carbazoles from internal alkynes and N-tosyl-iodoindoles has been demonstrated. This methodology highlights the influences of reaction media and temperature for the synthesis of either N-protected or...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
American Chemical Society
2022
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9798400/ https://www.ncbi.nlm.nih.gov/pubmed/36591211 http://dx.doi.org/10.1021/acsomega.2c04755 |
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author | Sarmah, Manashi Das, Deep Jyoti Dutta, Dhiraj Baishya, Rinku Gogoi, Pranjal |
author_facet | Sarmah, Manashi Das, Deep Jyoti Dutta, Dhiraj Baishya, Rinku Gogoi, Pranjal |
author_sort | Sarmah, Manashi |
collection | PubMed |
description | [Image: see text] A Pd-catalyzed, simple, and divergent approach for the direct synthesis of benzo[a]carbazoles from internal alkynes and N-tosyl-iodoindoles has been demonstrated. This methodology highlights the influences of reaction media and temperature for the synthesis of either N-protected or N-deprotected benzo[a]carbazoles. This cascade strategy provides a series of electronically different benzo[a]carbazoles with good yields. The synthesized benzo[a]carbazoles were evaluated for in vitro anticancer activity against human lung cancer A549 cells and human breast cancer MDA-MB-231 cells. Notably, two of the representative analogues displayed potent anticancer activity against both cancer cell lines. |
format | Online Article Text |
id | pubmed-9798400 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2022 |
publisher | American Chemical Society |
record_format | MEDLINE/PubMed |
spelling | pubmed-97984002022-12-30 A Versatile Pd-Catalyzed Alkyne Annulation Process for Benzo[a]carbazoles and their Anticancer Analogues Sarmah, Manashi Das, Deep Jyoti Dutta, Dhiraj Baishya, Rinku Gogoi, Pranjal ACS Omega [Image: see text] A Pd-catalyzed, simple, and divergent approach for the direct synthesis of benzo[a]carbazoles from internal alkynes and N-tosyl-iodoindoles has been demonstrated. This methodology highlights the influences of reaction media and temperature for the synthesis of either N-protected or N-deprotected benzo[a]carbazoles. This cascade strategy provides a series of electronically different benzo[a]carbazoles with good yields. The synthesized benzo[a]carbazoles were evaluated for in vitro anticancer activity against human lung cancer A549 cells and human breast cancer MDA-MB-231 cells. Notably, two of the representative analogues displayed potent anticancer activity against both cancer cell lines. American Chemical Society 2022-11-29 /pmc/articles/PMC9798400/ /pubmed/36591211 http://dx.doi.org/10.1021/acsomega.2c04755 Text en © 2022 The Authors. Published by American Chemical Society https://creativecommons.org/licenses/by-nc-nd/4.0/Permits non-commercial access and re-use, provided that author attribution and integrity are maintained; but does not permit creation of adaptations or other derivative works (https://creativecommons.org/licenses/by-nc-nd/4.0/). |
spellingShingle | Sarmah, Manashi Das, Deep Jyoti Dutta, Dhiraj Baishya, Rinku Gogoi, Pranjal A Versatile Pd-Catalyzed Alkyne Annulation Process for Benzo[a]carbazoles and their Anticancer Analogues |
title | A Versatile Pd-Catalyzed
Alkyne Annulation Process
for Benzo[a]carbazoles and their Anticancer Analogues |
title_full | A Versatile Pd-Catalyzed
Alkyne Annulation Process
for Benzo[a]carbazoles and their Anticancer Analogues |
title_fullStr | A Versatile Pd-Catalyzed
Alkyne Annulation Process
for Benzo[a]carbazoles and their Anticancer Analogues |
title_full_unstemmed | A Versatile Pd-Catalyzed
Alkyne Annulation Process
for Benzo[a]carbazoles and their Anticancer Analogues |
title_short | A Versatile Pd-Catalyzed
Alkyne Annulation Process
for Benzo[a]carbazoles and their Anticancer Analogues |
title_sort | versatile pd-catalyzed
alkyne annulation process
for benzo[a]carbazoles and their anticancer analogues |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9798400/ https://www.ncbi.nlm.nih.gov/pubmed/36591211 http://dx.doi.org/10.1021/acsomega.2c04755 |
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