Cargando…

“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...

Descripción completa

Detalles Bibliográficos
Autores principales: Liu, Zibin, Zeng, Li-Yan, Li, Chao, Yang, Fubiao, Qiu, Fensheng, Liu, Shuwen, Xi, Baomin
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2018
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
_version_ 1783369707540185088
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
work_keys_str_mv AT liuzibin onwatersynthesisofquinazolinonesanddihydroquinazolinonesstartingfromobromobenzonitrile
AT zengliyan onwatersynthesisofquinazolinonesanddihydroquinazolinonesstartingfromobromobenzonitrile
AT lichao onwatersynthesisofquinazolinonesanddihydroquinazolinonesstartingfromobromobenzonitrile
AT yangfubiao onwatersynthesisofquinazolinonesanddihydroquinazolinonesstartingfromobromobenzonitrile
AT qiufensheng onwatersynthesisofquinazolinonesanddihydroquinazolinonesstartingfromobromobenzonitrile
AT liushuwen onwatersynthesisofquinazolinonesanddihydroquinazolinonesstartingfromobromobenzonitrile
AT xibaomin onwatersynthesisofquinazolinonesanddihydroquinazolinonesstartingfromobromobenzonitrile