Efficient N-arylation of 4-chloroquinazolines en route to novel 4-anilinoquinazolines as potential anticancer agents

Microwave-mediated N-arylation of 4-chloroquinazolines in THF/H(2)O rapidly and efficiently afforded a library of novel 6-halo-2-phenyl-substituted 4-anilinoquinazolines. The methodology was compatible with numerous ortho-, meta-, and para-substituted N-methylanilines as well as substituted anilines...

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Autores principales: Nishimura, Rodolfo H V, dos Santos, Thiago, Murie, Valter E, Furtado, Luciana C, Costa-Lotufo, Leticia V, Clososki, Giuliano C
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2021
Materias:
Full Research Paper
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8712970/
https://www.ncbi.nlm.nih.gov/pubmed/35003373
http://dx.doi.org/10.3762/bjoc.17.206
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author Nishimura, Rodolfo H V
dos Santos, Thiago
Murie, Valter E
Furtado, Luciana C
Costa-Lotufo, Leticia V
Clososki, Giuliano C
author_facet Nishimura, Rodolfo H V
dos Santos, Thiago
Murie, Valter E
Furtado, Luciana C
Costa-Lotufo, Leticia V
Clososki, Giuliano C
author_sort Nishimura, Rodolfo H V
collection PubMed
description Microwave-mediated N-arylation of 4-chloroquinazolines in THF/H(2)O rapidly and efficiently afforded a library of novel 6-halo-2-phenyl-substituted 4-anilinoquinazolines. The methodology was compatible with numerous ortho-, meta-, and para-substituted N-methylanilines as well as substituted anilines and furnished the corresponding 4-anilinoquinazolines in good yields. Preliminary screening of the synthesized compounds against tumor cells (HCT-116 and T98G) showed promising antiproliferative properties.
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spelling pubmed-87129702022-01-07 Efficient N-arylation of 4-chloroquinazolines en route to novel 4-anilinoquinazolines as potential anticancer agents Nishimura, Rodolfo H V dos Santos, Thiago Murie, Valter E Furtado, Luciana C Costa-Lotufo, Leticia V Clososki, Giuliano C Beilstein J Org Chem Full Research Paper Microwave-mediated N-arylation of 4-chloroquinazolines in THF/H(2)O rapidly and efficiently afforded a library of novel 6-halo-2-phenyl-substituted 4-anilinoquinazolines. The methodology was compatible with numerous ortho-, meta-, and para-substituted N-methylanilines as well as substituted anilines and furnished the corresponding 4-anilinoquinazolines in good yields. Preliminary screening of the synthesized compounds against tumor cells (HCT-116 and T98G) showed promising antiproliferative properties. Beilstein-Institut 2021-12-22 /pmc/articles/PMC8712970/ /pubmed/35003373 http://dx.doi.org/10.3762/bjoc.17.206 Text en Copyright © 2021, Nishimura et al. https://creativecommons.org/licenses/by/4.0/This is an open access article licensed under the terms of the Beilstein-Institut Open Access License Agreement (https://www.beilstein-journals.org/bjoc/terms/terms), which is identical to the Creative Commons Attribution 4.0 International License (https://creativecommons.org/licenses/by/4.0 (https://creativecommons.org/licenses/by/4.0/) ). The reuse of material under this license requires that the author(s), source and license are credited. Third-party material in this article could be subject to other licenses (typically indicated in the credit line), and in this case, users are required to obtain permission from the license holder to reuse the material.
spellingShingle Full Research Paper
Nishimura, Rodolfo H V
dos Santos, Thiago
Murie, Valter E
Furtado, Luciana C
Costa-Lotufo, Leticia V
Clososki, Giuliano C
Efficient N-arylation of 4-chloroquinazolines en route to novel 4-anilinoquinazolines as potential anticancer agents
title Efficient N-arylation of 4-chloroquinazolines en route to novel 4-anilinoquinazolines as potential anticancer agents
title_full Efficient N-arylation of 4-chloroquinazolines en route to novel 4-anilinoquinazolines as potential anticancer agents
title_fullStr Efficient N-arylation of 4-chloroquinazolines en route to novel 4-anilinoquinazolines as potential anticancer agents
title_full_unstemmed Efficient N-arylation of 4-chloroquinazolines en route to novel 4-anilinoquinazolines as potential anticancer agents
title_short Efficient N-arylation of 4-chloroquinazolines en route to novel 4-anilinoquinazolines as potential anticancer agents
title_sort efficient n-arylation of 4-chloroquinazolines en route to novel 4-anilinoquinazolines as potential anticancer agents
topic Full Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8712970/
https://www.ncbi.nlm.nih.gov/pubmed/35003373
http://dx.doi.org/10.3762/bjoc.17.206
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