2024
DOI: 10.1039/d3qo02088f
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A general Fe-catalysed azidation of iododifluoroketones and its utilization for the synthesis of gem-difluoromethylenated triazoles

Xia Wang,
Shixun Liu,
Shibo Xu
et al.

Abstract: An iron-catalysed radical azidation of iododifluoroketones with TMSN3 has been developed under mild reaction conditions, providing a concise synthesis of α-difluoroalkylazides. The methyl radical generated from tert-butyl peroxybenzoate enables the...

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“…However, the corresponding transformation of alkynes by this attractive catalytic system has not been documented. As part of our continuing interest in the chemistry of di­(mono)­fluoroalkylation, we herein report a visible light-induced copper-catalyzed regio- and stereoselective difluoroalkylthiocyanation of alkynes with BrCF 2 R and KSCN to afford CF 2 -derived multisubstituted alkenes (Scheme d). The photosensitizer formed in situ from copper and a phosphine ligand not only promotes the generation of CF 2 -alkyl radicals but also aids in the formation of C–SCN bonds, allowing the reaction to proceed smoothly in the absence of any additional photocatalysts and radical initiators.…”
mentioning
confidence: 99%
“…However, the corresponding transformation of alkynes by this attractive catalytic system has not been documented. As part of our continuing interest in the chemistry of di­(mono)­fluoroalkylation, we herein report a visible light-induced copper-catalyzed regio- and stereoselective difluoroalkylthiocyanation of alkynes with BrCF 2 R and KSCN to afford CF 2 -derived multisubstituted alkenes (Scheme d). The photosensitizer formed in situ from copper and a phosphine ligand not only promotes the generation of CF 2 -alkyl radicals but also aids in the formation of C–SCN bonds, allowing the reaction to proceed smoothly in the absence of any additional photocatalysts and radical initiators.…”
mentioning
confidence: 99%