Access to indolines from primary phenylethylamines by an unexpected palladium-catalyzed C–H functionalization process

A new method for the preparation of 2,2-disubstituted indolines from 2-phenylethylamines was developed under Pd catalysis and PhI(OAc)(2) as oxidant. Imines derived from 2-pyridinecarboxaldehyde were formed in situ to direct a C–H activation process. The resulting imines were also oxidized to the co...

Descripción completa

Detalles Bibliográficos
Autores principales: Mancinelli, Andrea, Albert, Joan, Ariza, Xavier, Barrios, Leoní A., Garcia, Jordi, Gómez, Roberto, Granell, Jaume
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2019
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9070636/
https://www.ncbi.nlm.nih.gov/pubmed/35529191
http://dx.doi.org/10.1039/c9ra05670j
_version_ 1784700684285771776
author Mancinelli, Andrea
Albert, Joan
Ariza, Xavier
Barrios, Leoní A.
Garcia, Jordi
Gómez, Roberto
Granell, Jaume
author_facet Mancinelli, Andrea
Albert, Joan
Ariza, Xavier
Barrios, Leoní A.
Garcia, Jordi
Gómez, Roberto
Granell, Jaume
author_sort Mancinelli, Andrea
collection PubMed
description A new method for the preparation of 2,2-disubstituted indolines from 2-phenylethylamines was developed under Pd catalysis and PhI(OAc)(2) as oxidant. Imines derived from 2-pyridinecarboxaldehyde were formed in situ to direct a C–H activation process. The resulting imines were also oxidized to the corresponding amides in the same Pd-catalyzed process to obtain the final indoline as a picolinamide.
format Online
Article
Text
id pubmed-9070636
institution National Center for Biotechnology Information
language English
publishDate 2019
publisher The Royal Society of Chemistry
record_format MEDLINE/PubMed
spelling pubmed-90706362022-05-05 Access to indolines from primary phenylethylamines by an unexpected palladium-catalyzed C–H functionalization process Mancinelli, Andrea Albert, Joan Ariza, Xavier Barrios, Leoní A. Garcia, Jordi Gómez, Roberto Granell, Jaume RSC Adv Chemistry A new method for the preparation of 2,2-disubstituted indolines from 2-phenylethylamines was developed under Pd catalysis and PhI(OAc)(2) as oxidant. Imines derived from 2-pyridinecarboxaldehyde were formed in situ to direct a C–H activation process. The resulting imines were also oxidized to the corresponding amides in the same Pd-catalyzed process to obtain the final indoline as a picolinamide. The Royal Society of Chemistry 2019-08-29 /pmc/articles/PMC9070636/ /pubmed/35529191 http://dx.doi.org/10.1039/c9ra05670j Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
Mancinelli, Andrea
Albert, Joan
Ariza, Xavier
Barrios, Leoní A.
Garcia, Jordi
Gómez, Roberto
Granell, Jaume
Access to indolines from primary phenylethylamines by an unexpected palladium-catalyzed C–H functionalization process
title Access to indolines from primary phenylethylamines by an unexpected palladium-catalyzed C–H functionalization process
title_full Access to indolines from primary phenylethylamines by an unexpected palladium-catalyzed C–H functionalization process
title_fullStr Access to indolines from primary phenylethylamines by an unexpected palladium-catalyzed C–H functionalization process
title_full_unstemmed Access to indolines from primary phenylethylamines by an unexpected palladium-catalyzed C–H functionalization process
title_short Access to indolines from primary phenylethylamines by an unexpected palladium-catalyzed C–H functionalization process
title_sort access to indolines from primary phenylethylamines by an unexpected palladium-catalyzed c–h functionalization process
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9070636/
https://www.ncbi.nlm.nih.gov/pubmed/35529191
http://dx.doi.org/10.1039/c9ra05670j
work_keys_str_mv AT mancinelliandrea accesstoindolinesfromprimaryphenylethylaminesbyanunexpectedpalladiumcatalyzedchfunctionalizationprocess
AT albertjoan accesstoindolinesfromprimaryphenylethylaminesbyanunexpectedpalladiumcatalyzedchfunctionalizationprocess
AT arizaxavier accesstoindolinesfromprimaryphenylethylaminesbyanunexpectedpalladiumcatalyzedchfunctionalizationprocess
AT barriosleonia accesstoindolinesfromprimaryphenylethylaminesbyanunexpectedpalladiumcatalyzedchfunctionalizationprocess
AT garciajordi accesstoindolinesfromprimaryphenylethylaminesbyanunexpectedpalladiumcatalyzedchfunctionalizationprocess
AT gomezroberto accesstoindolinesfromprimaryphenylethylaminesbyanunexpectedpalladiumcatalyzedchfunctionalizationprocess
AT granelljaume accesstoindolinesfromprimaryphenylethylaminesbyanunexpectedpalladiumcatalyzedchfunctionalizationprocess

Ejemplares similares