Triflic acid catalyzed reductive coupling reactions of carbonyl compounds with O-, S-, and N-nucleophiles

Highly efficient metal-free reductive coupling reactions of aldehydes and ketones with a range of nucleophiles in the presence of triflic acid (1-5 mol %) as the catalyst are presented. The reactions can be performed at ambient temperature without exclusion of moisture or air. A range of symmetrical...

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Bibliographic Details
Main Authors: Gellert, Beate A. (Author) , Kahlcke, Nils (Author) , Feurer, Markus (Author) , Roth, Stefanie (Author)
Format: Article (Journal)
Language:English
Published: September 16, 2011
In: Chemistry - a European journal
Year: 2011, Volume: 17, Issue: 43, Pages: 12203-12209
ISSN:1521-3765
DOI:10.1002/chem.201101819
Online Access:Verlag, lizenzpflichtig, Volltext: https://doi.org/10.1002/chem.201101819
Verlag, lizenzpflichtig, Volltext: https://onlinelibrary.wiley.com/doi/abs/10.1002/chem.201101819
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Author Notes:Dipl.-Chem. Beate A. Gellert, Dipl.-Chem. Nils Kahlcke, Dipl.-Chem. Markus Feurer, and Dr. Stefanie Roth
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Summary:Highly efficient metal-free reductive coupling reactions of aldehydes and ketones with a range of nucleophiles in the presence of triflic acid (1-5 mol %) as the catalyst are presented. The reactions can be performed at ambient temperature without exclusion of moisture or air. A range of symmetrical and unsymmetrical ethers were obtained by this method in high yields and short reaction times. For the first time, the influence of additional functionalization has been studied. Furthermore, the formation of thioethers from ketones (by addition of unmodified thiols) and of sulfonamides from either aldehydes or ketones has been achieved under catalytic conditions.
Item Description:Gesehen am 23.10.2023
Physical Description:Online Resource
ISSN:1521-3765
DOI:10.1002/chem.201101819