Cargando…

Ultrasound-assisted synthesis of pyrimidines and their fused derivatives: A review

The pyrimidine scaffold is present in many bioactive drugs; therefore, efficient synthetic routes that provide shorter reaction times, higher yields, and site-selective reactions are constantly being sought. Ultrasound (US) irradiation has emerged as an alternative energy source in the synthesis of...

Descripción completa

Detalles Bibliográficos
Autores principales: Mittersteiner, Mateus, Farias, Fellipe F.S., Bonacorso, Helio G., Martins, Marcos A.P., Zanatta, Nilo
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Elsevier 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8473776/
https://www.ncbi.nlm.nih.gov/pubmed/34562732
http://dx.doi.org/10.1016/j.ultsonch.2021.105683
_version_ 1784575066913112064
author Mittersteiner, Mateus
Farias, Fellipe F.S.
Bonacorso, Helio G.
Martins, Marcos A.P.
Zanatta, Nilo
author_facet Mittersteiner, Mateus
Farias, Fellipe F.S.
Bonacorso, Helio G.
Martins, Marcos A.P.
Zanatta, Nilo
author_sort Mittersteiner, Mateus
collection PubMed
description The pyrimidine scaffold is present in many bioactive drugs; therefore, efficient synthetic routes that provide shorter reaction times, higher yields, and site-selective reactions are constantly being sought. Ultrasound (US) irradiation has emerged as an alternative energy source in the synthesis of these heterocyclic scaffolds, and over the last ten years there has been a significant increase in the number of publications mentioning US in either the construction or derivatization of the pyrimidine core. This review presents a detailed summary (with 140 references) of the effects of US (synergic or not) on the construction and derivatization of the pyrimidine core through classical reactions (e.g., multicomponent, cyclocondensation, cycloaddition, and alkylation reactions). The main points that were taken into consideration are as follows: chemo- and regioselectivity issues, and the results of conventional heating methods compared to US and mechanistic insights that are also presented and discussed for key reactions.
format Online
Article
Text
id pubmed-8473776
institution National Center for Biotechnology Information
language English
publishDate 2021
publisher Elsevier
record_format MEDLINE/PubMed
spelling pubmed-84737762021-10-01 Ultrasound-assisted synthesis of pyrimidines and their fused derivatives: A review Mittersteiner, Mateus Farias, Fellipe F.S. Bonacorso, Helio G. Martins, Marcos A.P. Zanatta, Nilo Ultrason Sonochem Review The pyrimidine scaffold is present in many bioactive drugs; therefore, efficient synthetic routes that provide shorter reaction times, higher yields, and site-selective reactions are constantly being sought. Ultrasound (US) irradiation has emerged as an alternative energy source in the synthesis of these heterocyclic scaffolds, and over the last ten years there has been a significant increase in the number of publications mentioning US in either the construction or derivatization of the pyrimidine core. This review presents a detailed summary (with 140 references) of the effects of US (synergic or not) on the construction and derivatization of the pyrimidine core through classical reactions (e.g., multicomponent, cyclocondensation, cycloaddition, and alkylation reactions). The main points that were taken into consideration are as follows: chemo- and regioselectivity issues, and the results of conventional heating methods compared to US and mechanistic insights that are also presented and discussed for key reactions. Elsevier 2021-07-27 /pmc/articles/PMC8473776/ /pubmed/34562732 http://dx.doi.org/10.1016/j.ultsonch.2021.105683 Text en © 2021 The Author(s) https://creativecommons.org/licenses/by/4.0/This is an open access article under the CC BY license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Review
Mittersteiner, Mateus
Farias, Fellipe F.S.
Bonacorso, Helio G.
Martins, Marcos A.P.
Zanatta, Nilo
Ultrasound-assisted synthesis of pyrimidines and their fused derivatives: A review
title Ultrasound-assisted synthesis of pyrimidines and their fused derivatives: A review
title_full Ultrasound-assisted synthesis of pyrimidines and their fused derivatives: A review
title_fullStr Ultrasound-assisted synthesis of pyrimidines and their fused derivatives: A review
title_full_unstemmed Ultrasound-assisted synthesis of pyrimidines and their fused derivatives: A review
title_short Ultrasound-assisted synthesis of pyrimidines and their fused derivatives: A review
title_sort ultrasound-assisted synthesis of pyrimidines and their fused derivatives: a review
topic Review
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8473776/
https://www.ncbi.nlm.nih.gov/pubmed/34562732
http://dx.doi.org/10.1016/j.ultsonch.2021.105683
work_keys_str_mv AT mittersteinermateus ultrasoundassistedsynthesisofpyrimidinesandtheirfusedderivativesareview
AT fariasfellipefs ultrasoundassistedsynthesisofpyrimidinesandtheirfusedderivativesareview
AT bonacorsoheliog ultrasoundassistedsynthesisofpyrimidinesandtheirfusedderivativesareview
AT martinsmarcosap ultrasoundassistedsynthesisofpyrimidinesandtheirfusedderivativesareview
AT zanattanilo ultrasoundassistedsynthesisofpyrimidinesandtheirfusedderivativesareview