Cargando…

Sodium periodate/TEMPO as a selective and efficient system for amine oxidation

A new metal-free protocol for promoting oxidation of amines in aqueous-organic medium was developed. NaIO(4) and TEMPO as the catalyst emerged as the most efficient and selective system for oxidation of differently substituted benzyl amines to the corresponding benzaldehydes without overoxidation. U...

Descripción completa

Detalles Bibliográficos
Autores principales: Galletti, P., Martelli, G., Prandini, G., Colucci, C., Giacomini, D.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2018
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9078700/
https://www.ncbi.nlm.nih.gov/pubmed/35540807
http://dx.doi.org/10.1039/c8ra01365a
_version_ 1784702393559023616
author Galletti, P.
Martelli, G.
Prandini, G.
Colucci, C.
Giacomini, D.
author_facet Galletti, P.
Martelli, G.
Prandini, G.
Colucci, C.
Giacomini, D.
author_sort Galletti, P.
collection PubMed
description A new metal-free protocol for promoting oxidation of amines in aqueous-organic medium was developed. NaIO(4) and TEMPO as the catalyst emerged as the most efficient and selective system for oxidation of differently substituted benzyl amines to the corresponding benzaldehydes without overoxidation. Unsymmetrical secondary amines underwent selective oxidation only at the benzylic position thus realising an oxidative deprotection of a benzylic group with an easy amine recovery.
format Online
Article
Text
id pubmed-9078700
institution National Center for Biotechnology Information
language English
publishDate 2018
publisher The Royal Society of Chemistry
record_format MEDLINE/PubMed
spelling pubmed-90787002022-05-09 Sodium periodate/TEMPO as a selective and efficient system for amine oxidation Galletti, P. Martelli, G. Prandini, G. Colucci, C. Giacomini, D. RSC Adv Chemistry A new metal-free protocol for promoting oxidation of amines in aqueous-organic medium was developed. NaIO(4) and TEMPO as the catalyst emerged as the most efficient and selective system for oxidation of differently substituted benzyl amines to the corresponding benzaldehydes without overoxidation. Unsymmetrical secondary amines underwent selective oxidation only at the benzylic position thus realising an oxidative deprotection of a benzylic group with an easy amine recovery. The Royal Society of Chemistry 2018-03-07 /pmc/articles/PMC9078700/ /pubmed/35540807 http://dx.doi.org/10.1039/c8ra01365a Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
Galletti, P.
Martelli, G.
Prandini, G.
Colucci, C.
Giacomini, D.
Sodium periodate/TEMPO as a selective and efficient system for amine oxidation
title Sodium periodate/TEMPO as a selective and efficient system for amine oxidation
title_full Sodium periodate/TEMPO as a selective and efficient system for amine oxidation
title_fullStr Sodium periodate/TEMPO as a selective and efficient system for amine oxidation
title_full_unstemmed Sodium periodate/TEMPO as a selective and efficient system for amine oxidation
title_short Sodium periodate/TEMPO as a selective and efficient system for amine oxidation
title_sort sodium periodate/tempo as a selective and efficient system for amine oxidation
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9078700/
https://www.ncbi.nlm.nih.gov/pubmed/35540807
http://dx.doi.org/10.1039/c8ra01365a
work_keys_str_mv AT gallettip sodiumperiodatetempoasaselectiveandefficientsystemforamineoxidation
AT martellig sodiumperiodatetempoasaselectiveandefficientsystemforamineoxidation
AT prandinig sodiumperiodatetempoasaselectiveandefficientsystemforamineoxidation
AT coluccic sodiumperiodatetempoasaselectiveandefficientsystemforamineoxidation
AT giacominid sodiumperiodatetempoasaselectiveandefficientsystemforamineoxidation