Journal
CHEMICAL SCIENCE
Volume 13, Issue 32, Pages 9425-9431Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/d2sc03009h
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Funding
- National Natural Science Foundation of China [21871126]
- Jiangxi Province Science and Technology Project [20202ACB203002]
- Open Research Fund of School of Chemistry and Chemical Engineering, Henan Normal University [2021ZD01]
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This article presents a new method for the production of (Z)-3-(silylmethylene)indolin-2-ones through a mild acryl transient-chelating-group-controlled stereoselective Rh(i)-catalyzed silylative aminocarbonylation of 2-alkynylanilines with CO and silanes. The use of an acryl transient chelating group leads to an unprecedented alkyne cis-silylrhodation followed by aminocarbonylation to assemble the desired products.
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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