Hexachlorocyclotriphosphazene (HCCP)-Mediated Direct Formation of Thioethers and Ethers from Quinazolin-4(3H)-ones

A hexachlorocyclotriphosphazene (HCCP)-mediated direct formation of quinazoline (thio)ethers from quinazolin-4(3H)-ones has been developed. Treatment of quinazolin-4(3H)-ones with HCCP, diisopropylethylamine (DIPEA), and thiophenols resulted in formation of the corresponding 4-arylthioquinazoline de...

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Detalles Bibliográficos
Autores principales: Hu, Baoxiang, Zhang, Xiaochu, Sheng, Lili, Guo, Ming, Shen, Zhenlu, Hu, Xinquan, Sun, Nan, Mo, Weimin
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2013
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6269698/
https://www.ncbi.nlm.nih.gov/pubmed/23676469
http://dx.doi.org/10.3390/molecules18055580
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author Hu, Baoxiang
Zhang, Xiaochu
Sheng, Lili
Guo, Ming
Shen, Zhenlu
Hu, Xinquan
Sun, Nan
Mo, Weimin
author_facet Hu, Baoxiang
Zhang, Xiaochu
Sheng, Lili
Guo, Ming
Shen, Zhenlu
Hu, Xinquan
Sun, Nan
Mo, Weimin
author_sort Hu, Baoxiang
collection PubMed
description A hexachlorocyclotriphosphazene (HCCP)-mediated direct formation of quinazoline (thio)ethers from quinazolin-4(3H)-ones has been developed. Treatment of quinazolin-4(3H)-ones with HCCP, diisopropylethylamine (DIPEA), and thiophenols resulted in formation of the corresponding 4-arylthioquinazoline derivatives in moderate to excellent yields. This method has also been utilized to prepare 4-aryloxyquinazoline and 4-alkoxyquinazoline derivatives using phenols and sodium alkoxides as the nucleophiles.
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spelling pubmed-62696982018-12-14 Hexachlorocyclotriphosphazene (HCCP)-Mediated Direct Formation of Thioethers and Ethers from Quinazolin-4(3H)-ones Hu, Baoxiang Zhang, Xiaochu Sheng, Lili Guo, Ming Shen, Zhenlu Hu, Xinquan Sun, Nan Mo, Weimin Molecules Article A hexachlorocyclotriphosphazene (HCCP)-mediated direct formation of quinazoline (thio)ethers from quinazolin-4(3H)-ones has been developed. Treatment of quinazolin-4(3H)-ones with HCCP, diisopropylethylamine (DIPEA), and thiophenols resulted in formation of the corresponding 4-arylthioquinazoline derivatives in moderate to excellent yields. This method has also been utilized to prepare 4-aryloxyquinazoline and 4-alkoxyquinazoline derivatives using phenols and sodium alkoxides as the nucleophiles. MDPI 2013-05-15 /pmc/articles/PMC6269698/ /pubmed/23676469 http://dx.doi.org/10.3390/molecules18055580 Text en © 2013 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 license (http://creativecommons.org/licenses/by/3.0/).
spellingShingle Article
Hu, Baoxiang
Zhang, Xiaochu
Sheng, Lili
Guo, Ming
Shen, Zhenlu
Hu, Xinquan
Sun, Nan
Mo, Weimin
Hexachlorocyclotriphosphazene (HCCP)-Mediated Direct Formation of Thioethers and Ethers from Quinazolin-4(3H)-ones
title Hexachlorocyclotriphosphazene (HCCP)-Mediated Direct Formation of Thioethers and Ethers from Quinazolin-4(3H)-ones
title_full Hexachlorocyclotriphosphazene (HCCP)-Mediated Direct Formation of Thioethers and Ethers from Quinazolin-4(3H)-ones
title_fullStr Hexachlorocyclotriphosphazene (HCCP)-Mediated Direct Formation of Thioethers and Ethers from Quinazolin-4(3H)-ones
title_full_unstemmed Hexachlorocyclotriphosphazene (HCCP)-Mediated Direct Formation of Thioethers and Ethers from Quinazolin-4(3H)-ones
title_short Hexachlorocyclotriphosphazene (HCCP)-Mediated Direct Formation of Thioethers and Ethers from Quinazolin-4(3H)-ones
title_sort hexachlorocyclotriphosphazene (hccp)-mediated direct formation of thioethers and ethers from quinazolin-4(3h)-ones
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6269698/
https://www.ncbi.nlm.nih.gov/pubmed/23676469
http://dx.doi.org/10.3390/molecules18055580
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