The transient-chelating-group-controlled stereoselective Rh(i)-catalyzed silylative aminocarbonylation of 2-alkynylanilines: access to (Z)-3-(silylmethylene)indolin-2-ones

A new method involving mild acryl transient-chelating-group-controlled stereoselective Rh(i)-catalyzed silylative aminocarbonylation of 2-alkynylanilines with CO and silanes is presented for producing (Z)-3-(silylmethylene)indolin-2-ones. Upon using an acryl transient chelating group, 2-alkynylanili...

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Autores principales: Han, Ya-Fei, Lv, Gui-Fen, Li, Yang, Wu, Li-Jun, Ouyang, Xuan-Hui, Li, Jin-Heng
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2022
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9383873/
https://www.ncbi.nlm.nih.gov/pubmed/36092994
http://dx.doi.org/10.1039/d2sc03009h
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author Han, Ya-Fei
Lv, Gui-Fen
Li, Yang
Wu, Li-Jun
Ouyang, Xuan-Hui
Li, Jin-Heng
author_facet Han, Ya-Fei
Lv, Gui-Fen
Li, Yang
Wu, Li-Jun
Ouyang, Xuan-Hui
Li, Jin-Heng
author_sort Han, Ya-Fei
collection PubMed
description A new method involving mild acryl transient-chelating-group-controlled stereoselective Rh(i)-catalyzed silylative aminocarbonylation of 2-alkynylanilines with CO and silanes is presented for producing (Z)-3-(silylmethylene)indolin-2-ones. Upon using an acryl transient chelating group, 2-alkynylanilines undergo an unprecedented alkyne cis-silylrhodation followed by aminocarbonylation to assemble (Z)-3-(silylmethylene)indolin-2-ones. Mechanistic studies show that acryl transient chelating effects result in the key alkyne cis-silylrhodation process.
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spelling pubmed-93838732022-09-08 The transient-chelating-group-controlled stereoselective Rh(i)-catalyzed silylative aminocarbonylation of 2-alkynylanilines: access to (Z)-3-(silylmethylene)indolin-2-ones Han, Ya-Fei Lv, Gui-Fen Li, Yang Wu, Li-Jun Ouyang, Xuan-Hui Li, Jin-Heng Chem Sci Chemistry A new method involving mild acryl transient-chelating-group-controlled stereoselective Rh(i)-catalyzed silylative aminocarbonylation of 2-alkynylanilines with CO and silanes is presented for producing (Z)-3-(silylmethylene)indolin-2-ones. Upon using an acryl transient chelating group, 2-alkynylanilines undergo an unprecedented alkyne cis-silylrhodation followed by aminocarbonylation to assemble (Z)-3-(silylmethylene)indolin-2-ones. Mechanistic studies show that acryl transient chelating effects result in the key alkyne cis-silylrhodation process. The Royal Society of Chemistry 2022-07-27 /pmc/articles/PMC9383873/ /pubmed/36092994 http://dx.doi.org/10.1039/d2sc03009h Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by/3.0/
spellingShingle Chemistry
Han, Ya-Fei
Lv, Gui-Fen
Li, Yang
Wu, Li-Jun
Ouyang, Xuan-Hui
Li, Jin-Heng
The transient-chelating-group-controlled stereoselective Rh(i)-catalyzed silylative aminocarbonylation of 2-alkynylanilines: access to (Z)-3-(silylmethylene)indolin-2-ones
title The transient-chelating-group-controlled stereoselective Rh(i)-catalyzed silylative aminocarbonylation of 2-alkynylanilines: access to (Z)-3-(silylmethylene)indolin-2-ones
title_full The transient-chelating-group-controlled stereoselective Rh(i)-catalyzed silylative aminocarbonylation of 2-alkynylanilines: access to (Z)-3-(silylmethylene)indolin-2-ones
title_fullStr The transient-chelating-group-controlled stereoselective Rh(i)-catalyzed silylative aminocarbonylation of 2-alkynylanilines: access to (Z)-3-(silylmethylene)indolin-2-ones
title_full_unstemmed The transient-chelating-group-controlled stereoselective Rh(i)-catalyzed silylative aminocarbonylation of 2-alkynylanilines: access to (Z)-3-(silylmethylene)indolin-2-ones
title_short The transient-chelating-group-controlled stereoselective Rh(i)-catalyzed silylative aminocarbonylation of 2-alkynylanilines: access to (Z)-3-(silylmethylene)indolin-2-ones
title_sort transient-chelating-group-controlled stereoselective rh(i)-catalyzed silylative aminocarbonylation of 2-alkynylanilines: access to (z)-3-(silylmethylene)indolin-2-ones
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9383873/
https://www.ncbi.nlm.nih.gov/pubmed/36092994
http://dx.doi.org/10.1039/d2sc03009h
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