A convenient and eco-friendly cerium(III) chloride-catalysed synthesis of methoxime derivatives of aromatic aldehydes and ketones

The use of CeCl(3)·7H(2)O as an efficient and eco-friendly promoter for the convenient synthesis of methoximes derived from aromatic aldehydes and ketones, is reported. The transformations entail the use of equimolar amounts of MeONH(2)·HCl and NaOAc in EtOH at 50°C, and no special precautions are n...

Descripción completa

Detalles Bibliográficos
Autores principales: Cortés, Iván, Kaufman, Teodoro S., Bracca, Andrea B. J.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society Publishing 2018
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5990813/
https://www.ncbi.nlm.nih.gov/pubmed/29892459
http://dx.doi.org/10.1098/rsos.180279
_version_ 1783329656314789888
author Cortés, Iván
Kaufman, Teodoro S.
Bracca, Andrea B. J.
author_facet Cortés, Iván
Kaufman, Teodoro S.
Bracca, Andrea B. J.
author_sort Cortés, Iván
collection PubMed
description The use of CeCl(3)·7H(2)O as an efficient and eco-friendly promoter for the convenient synthesis of methoximes derived from aromatic aldehydes and ketones, is reported. The transformations entail the use of equimolar amounts of MeONH(2)·HCl and NaOAc in EtOH at 50°C, and no special precautions are needed with regard to the presence of oxygen. The scope and limitations of the transformation were studied and a reaction mechanism was proposed.
format Online
Article
Text
id pubmed-5990813
institution National Center for Biotechnology Information
language English
publishDate 2018
publisher The Royal Society Publishing
record_format MEDLINE/PubMed
spelling pubmed-59908132018-06-11 A convenient and eco-friendly cerium(III) chloride-catalysed synthesis of methoxime derivatives of aromatic aldehydes and ketones Cortés, Iván Kaufman, Teodoro S. Bracca, Andrea B. J. R Soc Open Sci Chemistry The use of CeCl(3)·7H(2)O as an efficient and eco-friendly promoter for the convenient synthesis of methoximes derived from aromatic aldehydes and ketones, is reported. The transformations entail the use of equimolar amounts of MeONH(2)·HCl and NaOAc in EtOH at 50°C, and no special precautions are needed with regard to the presence of oxygen. The scope and limitations of the transformation were studied and a reaction mechanism was proposed. The Royal Society Publishing 2018-05-23 /pmc/articles/PMC5990813/ /pubmed/29892459 http://dx.doi.org/10.1098/rsos.180279 Text en © 2018 The Authors. http://creativecommons.org/licenses/by/4.0/ Published by the Royal Society under the terms of the Creative Commons Attribution License http://creativecommons.org/licenses/by/4.0/, which permits unrestricted use, provided the original author and source are credited.
spellingShingle Chemistry
Cortés, Iván
Kaufman, Teodoro S.
Bracca, Andrea B. J.
A convenient and eco-friendly cerium(III) chloride-catalysed synthesis of methoxime derivatives of aromatic aldehydes and ketones
title A convenient and eco-friendly cerium(III) chloride-catalysed synthesis of methoxime derivatives of aromatic aldehydes and ketones
title_full A convenient and eco-friendly cerium(III) chloride-catalysed synthesis of methoxime derivatives of aromatic aldehydes and ketones
title_fullStr A convenient and eco-friendly cerium(III) chloride-catalysed synthesis of methoxime derivatives of aromatic aldehydes and ketones
title_full_unstemmed A convenient and eco-friendly cerium(III) chloride-catalysed synthesis of methoxime derivatives of aromatic aldehydes and ketones
title_short A convenient and eco-friendly cerium(III) chloride-catalysed synthesis of methoxime derivatives of aromatic aldehydes and ketones
title_sort convenient and eco-friendly cerium(iii) chloride-catalysed synthesis of methoxime derivatives of aromatic aldehydes and ketones
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5990813/
https://www.ncbi.nlm.nih.gov/pubmed/29892459
http://dx.doi.org/10.1098/rsos.180279
work_keys_str_mv AT cortesivan aconvenientandecofriendlyceriumiiichloridecatalysedsynthesisofmethoximederivativesofaromaticaldehydesandketones
AT kaufmanteodoros aconvenientandecofriendlyceriumiiichloridecatalysedsynthesisofmethoximederivativesofaromaticaldehydesandketones
AT braccaandreabj aconvenientandecofriendlyceriumiiichloridecatalysedsynthesisofmethoximederivativesofaromaticaldehydesandketones
AT cortesivan convenientandecofriendlyceriumiiichloridecatalysedsynthesisofmethoximederivativesofaromaticaldehydesandketones
AT kaufmanteodoros convenientandecofriendlyceriumiiichloridecatalysedsynthesisofmethoximederivativesofaromaticaldehydesandketones
AT braccaandreabj convenientandecofriendlyceriumiiichloridecatalysedsynthesisofmethoximederivativesofaromaticaldehydesandketones

Ejemplares similares