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“On-Water” Synthesis of Quinazolinones and Dihydroquinazolinones Starting from o-Bromobenzonitrile
A versatile and practical “on-water” protocol was newly developed to synthesize quinazolinones using o-bromobenzonitrile as a novel starting material. Studies have found that air as well as water plays an important role in synthesis of quinazolinones. Further investigation indicated that dihydroquin...
Autores principales: | , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
MDPI
2018
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6225144/ https://www.ncbi.nlm.nih.gov/pubmed/30213061 http://dx.doi.org/10.3390/molecules23092325 |
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author | Liu, Zibin Zeng, Li-Yan Li, Chao Yang, Fubiao Qiu, Fensheng Liu, Shuwen Xi, Baomin |
author_facet | Liu, Zibin Zeng, Li-Yan Li, Chao Yang, Fubiao Qiu, Fensheng Liu, Shuwen Xi, Baomin |
author_sort | Liu, Zibin |
collection | PubMed |
description | A versatile and practical “on-water” protocol was newly developed to synthesize quinazolinones using o-bromobenzonitrile as a novel starting material. Studies have found that air as well as water plays an important role in synthesis of quinazolinones. Further investigation indicated that dihydroquinazolinones can be prepared with this protocol under the protection of N(2). The protocol can be extended to other substrates and various quinazolinones and dihydroquinazolinones were obtained. o-Bromobenzamide, o-aminobenzonitrile, and o-aminobenzamide were also evaluated as starting materials, and the results further proved the versatility of this protocol, especially towards dihydroquinazolinones. |
format | Online Article Text |
id | pubmed-6225144 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2018 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
spelling | pubmed-62251442018-11-13 “On-Water” Synthesis of Quinazolinones and Dihydroquinazolinones Starting from o-Bromobenzonitrile Liu, Zibin Zeng, Li-Yan Li, Chao Yang, Fubiao Qiu, Fensheng Liu, Shuwen Xi, Baomin Molecules Article A versatile and practical “on-water” protocol was newly developed to synthesize quinazolinones using o-bromobenzonitrile as a novel starting material. Studies have found that air as well as water plays an important role in synthesis of quinazolinones. Further investigation indicated that dihydroquinazolinones can be prepared with this protocol under the protection of N(2). The protocol can be extended to other substrates and various quinazolinones and dihydroquinazolinones were obtained. o-Bromobenzamide, o-aminobenzonitrile, and o-aminobenzamide were also evaluated as starting materials, and the results further proved the versatility of this protocol, especially towards dihydroquinazolinones. MDPI 2018-09-12 /pmc/articles/PMC6225144/ /pubmed/30213061 http://dx.doi.org/10.3390/molecules23092325 Text en © 2018 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 (CC BY) license (http://creativecommons.org/licenses/by/4.0/). |
spellingShingle | Article Liu, Zibin Zeng, Li-Yan Li, Chao Yang, Fubiao Qiu, Fensheng Liu, Shuwen Xi, Baomin “On-Water” Synthesis of Quinazolinones and Dihydroquinazolinones Starting from o-Bromobenzonitrile |
title | “On-Water” Synthesis of Quinazolinones and Dihydroquinazolinones Starting from o-Bromobenzonitrile |
title_full | “On-Water” Synthesis of Quinazolinones and Dihydroquinazolinones Starting from o-Bromobenzonitrile |
title_fullStr | “On-Water” Synthesis of Quinazolinones and Dihydroquinazolinones Starting from o-Bromobenzonitrile |
title_full_unstemmed | “On-Water” Synthesis of Quinazolinones and Dihydroquinazolinones Starting from o-Bromobenzonitrile |
title_short | “On-Water” Synthesis of Quinazolinones and Dihydroquinazolinones Starting from o-Bromobenzonitrile |
title_sort | “on-water” synthesis of quinazolinones and dihydroquinazolinones starting from o-bromobenzonitrile |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6225144/ https://www.ncbi.nlm.nih.gov/pubmed/30213061 http://dx.doi.org/10.3390/molecules23092325 |
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