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Silver-Catalyzed Cascade Cyclization of Amino-NH-1,2,3-Triazoles with 2-Alkynylbenzaldehydes: An Access to Pentacyclic Fused Triazoles

An operationally simple Ag(I)-catalyzed approach for the synthesis of isoquinoline and quinazoline fused 1,2,3-triazoles was developed by a condensation and amination cyclization cascade of amino-NH-1,2,3-triazoles with 2-alkynylbenzaldehydes involving three new C-N bond formations in one manipulati...

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Detalles Bibliográficos
Autores principales: Zhang, Shuitao, Li, Jianxin, Xiao, Tiebo, Yang, Baomin, Jiang, Yubo
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2022
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9655256/
https://www.ncbi.nlm.nih.gov/pubmed/36364393
http://dx.doi.org/10.3390/molecules27217567
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author Zhang, Shuitao
Li, Jianxin
Xiao, Tiebo
Yang, Baomin
Jiang, Yubo
author_facet Zhang, Shuitao
Li, Jianxin
Xiao, Tiebo
Yang, Baomin
Jiang, Yubo
author_sort Zhang, Shuitao
collection PubMed
description An operationally simple Ag(I)-catalyzed approach for the synthesis of isoquinoline and quinazoline fused 1,2,3-triazoles was developed by a condensation and amination cyclization cascade of amino-NH-1,2,3-triazoles with 2-alkynylbenzaldehydes involving three new C-N bond formations in one manipulation, in which the group of -NH of the triazole ring serves as a nucleophile to form the quinazoline skeleton. The efficient protocol can be applied to a variety of substrates containing a range of functional groups, delivering novel pentacyclic fused 1,2,3-triazoles in good-to-excellent yields.
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spelling pubmed-96552562022-11-15 Silver-Catalyzed Cascade Cyclization of Amino-NH-1,2,3-Triazoles with 2-Alkynylbenzaldehydes: An Access to Pentacyclic Fused Triazoles Zhang, Shuitao Li, Jianxin Xiao, Tiebo Yang, Baomin Jiang, Yubo Molecules Article An operationally simple Ag(I)-catalyzed approach for the synthesis of isoquinoline and quinazoline fused 1,2,3-triazoles was developed by a condensation and amination cyclization cascade of amino-NH-1,2,3-triazoles with 2-alkynylbenzaldehydes involving three new C-N bond formations in one manipulation, in which the group of -NH of the triazole ring serves as a nucleophile to form the quinazoline skeleton. The efficient protocol can be applied to a variety of substrates containing a range of functional groups, delivering novel pentacyclic fused 1,2,3-triazoles in good-to-excellent yields. MDPI 2022-11-04 /pmc/articles/PMC9655256/ /pubmed/36364393 http://dx.doi.org/10.3390/molecules27217567 Text en © 2022 by the authors. https://creativecommons.org/licenses/by/4.0/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 (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Zhang, Shuitao
Li, Jianxin
Xiao, Tiebo
Yang, Baomin
Jiang, Yubo
Silver-Catalyzed Cascade Cyclization of Amino-NH-1,2,3-Triazoles with 2-Alkynylbenzaldehydes: An Access to Pentacyclic Fused Triazoles
title Silver-Catalyzed Cascade Cyclization of Amino-NH-1,2,3-Triazoles with 2-Alkynylbenzaldehydes: An Access to Pentacyclic Fused Triazoles
title_full Silver-Catalyzed Cascade Cyclization of Amino-NH-1,2,3-Triazoles with 2-Alkynylbenzaldehydes: An Access to Pentacyclic Fused Triazoles
title_fullStr Silver-Catalyzed Cascade Cyclization of Amino-NH-1,2,3-Triazoles with 2-Alkynylbenzaldehydes: An Access to Pentacyclic Fused Triazoles
title_full_unstemmed Silver-Catalyzed Cascade Cyclization of Amino-NH-1,2,3-Triazoles with 2-Alkynylbenzaldehydes: An Access to Pentacyclic Fused Triazoles
title_short Silver-Catalyzed Cascade Cyclization of Amino-NH-1,2,3-Triazoles with 2-Alkynylbenzaldehydes: An Access to Pentacyclic Fused Triazoles
title_sort silver-catalyzed cascade cyclization of amino-nh-1,2,3-triazoles with 2-alkynylbenzaldehydes: an access to pentacyclic fused triazoles
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9655256/
https://www.ncbi.nlm.nih.gov/pubmed/36364393
http://dx.doi.org/10.3390/molecules27217567
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