Nickel-catalysed chelation-assisted reductive defluorinative sulfenylation of trifluoropropionic acid derivatives

Herein we reported a directing-group assisted strategy for nickel-catalysed reductive defluorinative sulfenylation of trifluoropropionic acid derivatives with disulfides in the presence of Zn, involving triple C-F bond cleavage. This process yielded a diverse array of carbonyl-sulfide di-substituted...

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Veröffentlicht in:Chemical communications (Cambridge, England) England), 2024-02, Vol.6 (17), p.245-248
Hauptverfasser: Guan, Yu-Qiu, Qiao, Jia-Fan, Liang, Yu-Feng
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Sprache:eng
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Zusammenfassung:Herein we reported a directing-group assisted strategy for nickel-catalysed reductive defluorinative sulfenylation of trifluoropropionic acid derivatives with disulfides in the presence of Zn, involving triple C-F bond cleavage. This process yielded a diverse array of carbonyl-sulfide di-substituted alkenes in moderate to good yields with good functional group tolerance. Specifically, the reactions exhibited high E -selectivity with E / Z ratio up to >99 : 1. Nickel-catalysed chelation-assisted reductive cross-coupling of trifluoropropanamides/esters with disulfides to afford thioacrylamides/esters with high E selectivity, involving triple C-F bond cleavage.
ISSN:1359-7345
1364-548X
DOI:10.1039/d3cc06041a