Iron-catalyzed tandem reaction of C–Se bond coupling/selenosulfonation of indols with benzeneselenols

An iron-catalyzed tandem reaction of C–Se bond coupling/selenosulfonation was developed. Starting from sample indols and benzeneselenols versatile biologically active 2-benzeneselenonyl-1H-indoles derivatives were efficiently synthesized. The reaction mechanism was studied by the deuterium isotope s...

Descripción completa

Detalles Bibliográficos
Autores principales: Guan, Senling, Chen, Yue, Wu, Hongjie, Xu, Runsheng
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2020
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9055526/
https://www.ncbi.nlm.nih.gov/pubmed/35515762
http://dx.doi.org/10.1039/d0ra05922f
_version_ 1784697432078024704
author Guan, Senling
Chen, Yue
Wu, Hongjie
Xu, Runsheng
author_facet Guan, Senling
Chen, Yue
Wu, Hongjie
Xu, Runsheng
author_sort Guan, Senling
collection PubMed
description An iron-catalyzed tandem reaction of C–Se bond coupling/selenosulfonation was developed. Starting from sample indols and benzeneselenols versatile biologically active 2-benzeneselenonyl-1H-indoles derivatives were efficiently synthesized. The reaction mechanism was studied by the deuterium isotope study and in situ ESI-MS experiments. This protocol features mild reaction conditions, wider substrate scope and provides an economical approach toward C(sp(2))–Se bond formation.
format Online
Article
Text
id pubmed-9055526
institution National Center for Biotechnology Information
language English
publishDate 2020
publisher The Royal Society of Chemistry
record_format MEDLINE/PubMed
spelling pubmed-90555262022-05-04 Iron-catalyzed tandem reaction of C–Se bond coupling/selenosulfonation of indols with benzeneselenols Guan, Senling Chen, Yue Wu, Hongjie Xu, Runsheng RSC Adv Chemistry An iron-catalyzed tandem reaction of C–Se bond coupling/selenosulfonation was developed. Starting from sample indols and benzeneselenols versatile biologically active 2-benzeneselenonyl-1H-indoles derivatives were efficiently synthesized. The reaction mechanism was studied by the deuterium isotope study and in situ ESI-MS experiments. This protocol features mild reaction conditions, wider substrate scope and provides an economical approach toward C(sp(2))–Se bond formation. The Royal Society of Chemistry 2020-07-20 /pmc/articles/PMC9055526/ /pubmed/35515762 http://dx.doi.org/10.1039/d0ra05922f Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by/3.0/
spellingShingle Chemistry
Guan, Senling
Chen, Yue
Wu, Hongjie
Xu, Runsheng
Iron-catalyzed tandem reaction of C–Se bond coupling/selenosulfonation of indols with benzeneselenols
title Iron-catalyzed tandem reaction of C–Se bond coupling/selenosulfonation of indols with benzeneselenols
title_full Iron-catalyzed tandem reaction of C–Se bond coupling/selenosulfonation of indols with benzeneselenols
title_fullStr Iron-catalyzed tandem reaction of C–Se bond coupling/selenosulfonation of indols with benzeneselenols
title_full_unstemmed Iron-catalyzed tandem reaction of C–Se bond coupling/selenosulfonation of indols with benzeneselenols
title_short Iron-catalyzed tandem reaction of C–Se bond coupling/selenosulfonation of indols with benzeneselenols
title_sort iron-catalyzed tandem reaction of c–se bond coupling/selenosulfonation of indols with benzeneselenols
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9055526/
https://www.ncbi.nlm.nih.gov/pubmed/35515762
http://dx.doi.org/10.1039/d0ra05922f
work_keys_str_mv AT guansenling ironcatalyzedtandemreactionofcsebondcouplingselenosulfonationofindolswithbenzeneselenols
AT chenyue ironcatalyzedtandemreactionofcsebondcouplingselenosulfonationofindolswithbenzeneselenols
AT wuhongjie ironcatalyzedtandemreactionofcsebondcouplingselenosulfonationofindolswithbenzeneselenols
AT xurunsheng ironcatalyzedtandemreactionofcsebondcouplingselenosulfonationofindolswithbenzeneselenols

Ejemplares similares