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Engineering of indole-based tethered biheterocyclic alkaloid meridianin into β-carboline-derived tetracyclic polyheterocycles via amino functionalization/6-endo cationic π-cyclization

A mild, efficient and versatile method has been developed for the construction of a functionalized natural product, meridianin, and its post conversion to pyrimido-β-carboline by cationic π- cyclization. The strategy involves the introduction of an amino group at the C-5 of the pyrimidine ring and u...

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Autores principales: Agarwal, Piyush Kumar, Dathi, Meena Devi, Saifuddin, Mohammad, Kundu, Bijoy
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2012
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3511029/
https://www.ncbi.nlm.nih.gov/pubmed/23209529
http://dx.doi.org/10.3762/bjoc.8.220
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author Agarwal, Piyush Kumar
Dathi, Meena Devi
Saifuddin, Mohammad
Kundu, Bijoy
author_facet Agarwal, Piyush Kumar
Dathi, Meena Devi
Saifuddin, Mohammad
Kundu, Bijoy
author_sort Agarwal, Piyush Kumar
collection PubMed
description A mild, efficient and versatile method has been developed for the construction of a functionalized natural product, meridianin, and its post conversion to pyrimido-β-carboline by cationic π- cyclization. The strategy involves the introduction of an amino group at the C-5 of the pyrimidine ring and utilizing the nucleophilictiy of the C-2 in the indole ring to facilitate cationic π-cyclization.
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spelling pubmed-35110292012-12-03 Engineering of indole-based tethered biheterocyclic alkaloid meridianin into β-carboline-derived tetracyclic polyheterocycles via amino functionalization/6-endo cationic π-cyclization Agarwal, Piyush Kumar Dathi, Meena Devi Saifuddin, Mohammad Kundu, Bijoy Beilstein J Org Chem Full Research Paper A mild, efficient and versatile method has been developed for the construction of a functionalized natural product, meridianin, and its post conversion to pyrimido-β-carboline by cationic π- cyclization. The strategy involves the introduction of an amino group at the C-5 of the pyrimidine ring and utilizing the nucleophilictiy of the C-2 in the indole ring to facilitate cationic π-cyclization. Beilstein-Institut 2012-11-08 /pmc/articles/PMC3511029/ /pubmed/23209529 http://dx.doi.org/10.3762/bjoc.8.220 Text en Copyright © 2012, Agarwal et al. https://creativecommons.org/licenses/by/2.0https://www.beilstein-journals.org/bjoc/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/2.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms)
spellingShingle Full Research Paper
Agarwal, Piyush Kumar
Dathi, Meena Devi
Saifuddin, Mohammad
Kundu, Bijoy
Engineering of indole-based tethered biheterocyclic alkaloid meridianin into β-carboline-derived tetracyclic polyheterocycles via amino functionalization/6-endo cationic π-cyclization
title Engineering of indole-based tethered biheterocyclic alkaloid meridianin into β-carboline-derived tetracyclic polyheterocycles via amino functionalization/6-endo cationic π-cyclization
title_full Engineering of indole-based tethered biheterocyclic alkaloid meridianin into β-carboline-derived tetracyclic polyheterocycles via amino functionalization/6-endo cationic π-cyclization
title_fullStr Engineering of indole-based tethered biheterocyclic alkaloid meridianin into β-carboline-derived tetracyclic polyheterocycles via amino functionalization/6-endo cationic π-cyclization
title_full_unstemmed Engineering of indole-based tethered biheterocyclic alkaloid meridianin into β-carboline-derived tetracyclic polyheterocycles via amino functionalization/6-endo cationic π-cyclization
title_short Engineering of indole-based tethered biheterocyclic alkaloid meridianin into β-carboline-derived tetracyclic polyheterocycles via amino functionalization/6-endo cationic π-cyclization
title_sort engineering of indole-based tethered biheterocyclic alkaloid meridianin into β-carboline-derived tetracyclic polyheterocycles via amino functionalization/6-endo cationic π-cyclization
topic Full Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3511029/
https://www.ncbi.nlm.nih.gov/pubmed/23209529
http://dx.doi.org/10.3762/bjoc.8.220
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