CuI-catalyzed synthesis of multisubstituted pyrido[1,2-a]pyrimidin-4-ones through tandem Ullmann-type C–N cross-coupling and intramolecular amidation reaction

Various multi-substituted pyrido[1,2-a]pyrimidin-4-ones were synthesized via a one-pot tandem CuI-catalyzed C–N bond formation/intramolecular amidation reaction at 130 °C in DMF. This protocol features simple operation, broad substrate scope, good functional group tolerance and gram scale preparatio...

Descripción completa

Detalles Bibliográficos
Autores principales: Mo, Baichuan, Chen, Chunxia, Peng, Jinsong
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2023
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10424054/
https://www.ncbi.nlm.nih.gov/pubmed/37583662
http://dx.doi.org/10.1039/d3ra04454h
_version_ 1785089589443035136
author Mo, Baichuan
Chen, Chunxia
Peng, Jinsong
author_facet Mo, Baichuan
Chen, Chunxia
Peng, Jinsong
author_sort Mo, Baichuan
collection PubMed
description Various multi-substituted pyrido[1,2-a]pyrimidin-4-ones were synthesized via a one-pot tandem CuI-catalyzed C–N bond formation/intramolecular amidation reaction at 130 °C in DMF. This protocol features simple operation, broad substrate scope, good functional group tolerance and gram scale preparation, thus allowing practical and modular synthesis of pyrido[1,2-a]pyrimidin-4-ones from readily available 2-halopyridine and (Z)-3-amino-3-arylacrylate ester in good to excellent yields.
format Online
Article
Text
id pubmed-10424054
institution National Center for Biotechnology Information
language English
publishDate 2023
publisher The Royal Society of Chemistry
record_format MEDLINE/PubMed
spelling pubmed-104240542023-08-15 CuI-catalyzed synthesis of multisubstituted pyrido[1,2-a]pyrimidin-4-ones through tandem Ullmann-type C–N cross-coupling and intramolecular amidation reaction Mo, Baichuan Chen, Chunxia Peng, Jinsong RSC Adv Chemistry Various multi-substituted pyrido[1,2-a]pyrimidin-4-ones were synthesized via a one-pot tandem CuI-catalyzed C–N bond formation/intramolecular amidation reaction at 130 °C in DMF. This protocol features simple operation, broad substrate scope, good functional group tolerance and gram scale preparation, thus allowing practical and modular synthesis of pyrido[1,2-a]pyrimidin-4-ones from readily available 2-halopyridine and (Z)-3-amino-3-arylacrylate ester in good to excellent yields. The Royal Society of Chemistry 2023-08-14 /pmc/articles/PMC10424054/ /pubmed/37583662 http://dx.doi.org/10.1039/d3ra04454h Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by/3.0/
spellingShingle Chemistry
Mo, Baichuan
Chen, Chunxia
Peng, Jinsong
CuI-catalyzed synthesis of multisubstituted pyrido[1,2-a]pyrimidin-4-ones through tandem Ullmann-type C–N cross-coupling and intramolecular amidation reaction
title CuI-catalyzed synthesis of multisubstituted pyrido[1,2-a]pyrimidin-4-ones through tandem Ullmann-type C–N cross-coupling and intramolecular amidation reaction
title_full CuI-catalyzed synthesis of multisubstituted pyrido[1,2-a]pyrimidin-4-ones through tandem Ullmann-type C–N cross-coupling and intramolecular amidation reaction
title_fullStr CuI-catalyzed synthesis of multisubstituted pyrido[1,2-a]pyrimidin-4-ones through tandem Ullmann-type C–N cross-coupling and intramolecular amidation reaction
title_full_unstemmed CuI-catalyzed synthesis of multisubstituted pyrido[1,2-a]pyrimidin-4-ones through tandem Ullmann-type C–N cross-coupling and intramolecular amidation reaction
title_short CuI-catalyzed synthesis of multisubstituted pyrido[1,2-a]pyrimidin-4-ones through tandem Ullmann-type C–N cross-coupling and intramolecular amidation reaction
title_sort cui-catalyzed synthesis of multisubstituted pyrido[1,2-a]pyrimidin-4-ones through tandem ullmann-type c–n cross-coupling and intramolecular amidation reaction
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10424054/
https://www.ncbi.nlm.nih.gov/pubmed/37583662
http://dx.doi.org/10.1039/d3ra04454h
work_keys_str_mv AT mobaichuan cuicatalyzedsynthesisofmultisubstitutedpyrido12apyrimidin4onesthroughtandemullmanntypecncrosscouplingandintramolecularamidationreaction
AT chenchunxia cuicatalyzedsynthesisofmultisubstitutedpyrido12apyrimidin4onesthroughtandemullmanntypecncrosscouplingandintramolecularamidationreaction
AT pengjinsong cuicatalyzedsynthesisofmultisubstitutedpyrido12apyrimidin4onesthroughtandemullmanntypecncrosscouplingandintramolecularamidationreaction

Ejemplares similares