An efficient synthesis of 4,5-diaryl-3,4-dihydropyrimidin-2(1H)-one via a cesium carbonate-promoted direct condensation of 1-aryl-2-propanone with 1,1′-(arylmethylene)diurea

An efficient method for the synthesis of 4,5-diaryl-3,4-dihydropyrimidin-2(1H)-one by using 1,1′-(arylmethylene)diurea and 1-aryl-2-propanone as substrates was developed. The reactions proceeded efficiently in the presence of Cs(2)CO(3) to give the desired products in moderate to good yields with wi...

Descripción completa

Detalles Bibliográficos
Autores principales: Guo, Yi-Cong, Song, Xuan-Di, Deng, Wei, Rao, Weidong, Xu, Haiyan, Shen, Zhi-Liang
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2020
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9056278/
https://www.ncbi.nlm.nih.gov/pubmed/35518255
http://dx.doi.org/10.1039/d0ra05480a
_version_ 1784697600775028736
author Guo, Yi-Cong
Song, Xuan-Di
Deng, Wei
Rao, Weidong
Xu, Haiyan
Shen, Zhi-Liang
author_facet Guo, Yi-Cong
Song, Xuan-Di
Deng, Wei
Rao, Weidong
Xu, Haiyan
Shen, Zhi-Liang
author_sort Guo, Yi-Cong
collection PubMed
description An efficient method for the synthesis of 4,5-diaryl-3,4-dihydropyrimidin-2(1H)-one by using 1,1′-(arylmethylene)diurea and 1-aryl-2-propanone as substrates was developed. The reactions proceeded efficiently in the presence of Cs(2)CO(3) to give the desired products in moderate to good yields with wide substrate scope and good functional group tolerance, serving as an attractive alternative or complement to the previously reported methods for the facile assembly of biologically and pharmaceutically active 3,4-dihydropyrimidin-2(1H)-ones.
format Online
Article
Text
id pubmed-9056278
institution National Center for Biotechnology Information
language English
publishDate 2020
publisher The Royal Society of Chemistry
record_format MEDLINE/PubMed
spelling pubmed-90562782022-05-04 An efficient synthesis of 4,5-diaryl-3,4-dihydropyrimidin-2(1H)-one via a cesium carbonate-promoted direct condensation of 1-aryl-2-propanone with 1,1′-(arylmethylene)diurea Guo, Yi-Cong Song, Xuan-Di Deng, Wei Rao, Weidong Xu, Haiyan Shen, Zhi-Liang RSC Adv Chemistry An efficient method for the synthesis of 4,5-diaryl-3,4-dihydropyrimidin-2(1H)-one by using 1,1′-(arylmethylene)diurea and 1-aryl-2-propanone as substrates was developed. The reactions proceeded efficiently in the presence of Cs(2)CO(3) to give the desired products in moderate to good yields with wide substrate scope and good functional group tolerance, serving as an attractive alternative or complement to the previously reported methods for the facile assembly of biologically and pharmaceutically active 3,4-dihydropyrimidin-2(1H)-ones. The Royal Society of Chemistry 2020-08-14 /pmc/articles/PMC9056278/ /pubmed/35518255 http://dx.doi.org/10.1039/d0ra05480a Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
Guo, Yi-Cong
Song, Xuan-Di
Deng, Wei
Rao, Weidong
Xu, Haiyan
Shen, Zhi-Liang
An efficient synthesis of 4,5-diaryl-3,4-dihydropyrimidin-2(1H)-one via a cesium carbonate-promoted direct condensation of 1-aryl-2-propanone with 1,1′-(arylmethylene)diurea
title An efficient synthesis of 4,5-diaryl-3,4-dihydropyrimidin-2(1H)-one via a cesium carbonate-promoted direct condensation of 1-aryl-2-propanone with 1,1′-(arylmethylene)diurea
title_full An efficient synthesis of 4,5-diaryl-3,4-dihydropyrimidin-2(1H)-one via a cesium carbonate-promoted direct condensation of 1-aryl-2-propanone with 1,1′-(arylmethylene)diurea
title_fullStr An efficient synthesis of 4,5-diaryl-3,4-dihydropyrimidin-2(1H)-one via a cesium carbonate-promoted direct condensation of 1-aryl-2-propanone with 1,1′-(arylmethylene)diurea
title_full_unstemmed An efficient synthesis of 4,5-diaryl-3,4-dihydropyrimidin-2(1H)-one via a cesium carbonate-promoted direct condensation of 1-aryl-2-propanone with 1,1′-(arylmethylene)diurea
title_short An efficient synthesis of 4,5-diaryl-3,4-dihydropyrimidin-2(1H)-one via a cesium carbonate-promoted direct condensation of 1-aryl-2-propanone with 1,1′-(arylmethylene)diurea
title_sort efficient synthesis of 4,5-diaryl-3,4-dihydropyrimidin-2(1h)-one via a cesium carbonate-promoted direct condensation of 1-aryl-2-propanone with 1,1′-(arylmethylene)diurea
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9056278/
https://www.ncbi.nlm.nih.gov/pubmed/35518255
http://dx.doi.org/10.1039/d0ra05480a
work_keys_str_mv AT guoyicong anefficientsynthesisof45diaryl34dihydropyrimidin21honeviaacesiumcarbonatepromoteddirectcondensationof1aryl2propanonewith11arylmethylenediurea
AT songxuandi anefficientsynthesisof45diaryl34dihydropyrimidin21honeviaacesiumcarbonatepromoteddirectcondensationof1aryl2propanonewith11arylmethylenediurea
AT dengwei anefficientsynthesisof45diaryl34dihydropyrimidin21honeviaacesiumcarbonatepromoteddirectcondensationof1aryl2propanonewith11arylmethylenediurea
AT raoweidong anefficientsynthesisof45diaryl34dihydropyrimidin21honeviaacesiumcarbonatepromoteddirectcondensationof1aryl2propanonewith11arylmethylenediurea
AT xuhaiyan anefficientsynthesisof45diaryl34dihydropyrimidin21honeviaacesiumcarbonatepromoteddirectcondensationof1aryl2propanonewith11arylmethylenediurea
AT shenzhiliang anefficientsynthesisof45diaryl34dihydropyrimidin21honeviaacesiumcarbonatepromoteddirectcondensationof1aryl2propanonewith11arylmethylenediurea
AT guoyicong efficientsynthesisof45diaryl34dihydropyrimidin21honeviaacesiumcarbonatepromoteddirectcondensationof1aryl2propanonewith11arylmethylenediurea
AT songxuandi efficientsynthesisof45diaryl34dihydropyrimidin21honeviaacesiumcarbonatepromoteddirectcondensationof1aryl2propanonewith11arylmethylenediurea
AT dengwei efficientsynthesisof45diaryl34dihydropyrimidin21honeviaacesiumcarbonatepromoteddirectcondensationof1aryl2propanonewith11arylmethylenediurea
AT raoweidong efficientsynthesisof45diaryl34dihydropyrimidin21honeviaacesiumcarbonatepromoteddirectcondensationof1aryl2propanonewith11arylmethylenediurea
AT xuhaiyan efficientsynthesisof45diaryl34dihydropyrimidin21honeviaacesiumcarbonatepromoteddirectcondensationof1aryl2propanonewith11arylmethylenediurea
AT shenzhiliang efficientsynthesisof45diaryl34dihydropyrimidin21honeviaacesiumcarbonatepromoteddirectcondensationof1aryl2propanonewith11arylmethylenediurea

Ejemplares similares