Electrophilicity of -oxo gold carbene intermediates: halogen abstractions from halogenated solvents leading to the formation of chloro/bromomethyl ketonesElectronic supplementary information (ESI) available: Experimental procedures, compound characterizations, and 1H and 13C NMR spectra. See DOI: 10.1039/c2ob25235j

-Oxo gold carbenes generated via intermolecular oxidation of terminal alkynes are shown to be highly electrophilic and can effectively abstract halogen from halogenated solvents such as 1,2-dichloroethane or 1,2-dibromoethane. Chloro/bromomethyl ketones are prepared in moderate efficiencies in one s...

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Hauptverfasser: He, Weimin, Xie, Longyong, Xu, Yingying, Xiang, Jiannan, Zhang, Liming
Format: Artikel
Sprache:eng
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Zusammenfassung:-Oxo gold carbenes generated via intermolecular oxidation of terminal alkynes are shown to be highly electrophilic and can effectively abstract halogen from halogenated solvents such as 1,2-dichloroethane or 1,2-dibromoethane. Chloro/bromomethyl ketones are prepared in moderate efficiencies in one step using Ph 3 PAuNTf 2 as the catalyst and 8-methylquinoline N -oxide as the oxidant. -Oxo gold carbenes generated via intermolecular oxidation of terminal alkynes can effectively abstract halogen from halogenated solvents.
ISSN:1477-0520
1477-0539
DOI:10.1039/c2ob25235j