Selective approach to thioesters and thioethers via sp 3 C–H activation of methylarenes

Novel C–S cross-dehydrogenative coupling (CDC) approaches for the selective synthesis of thioesters and thioethers have been developed via sp 3 C–H activation of methylarenes and subsequent functionalization. The reaction of methylarenes with thiols resulted in thioesters in the presence of a FeBr 2...

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Veröffentlicht in:RSC advances 2014, Vol.4 (97), p.54409-54415
Hauptverfasser: Feng, J., Lu, G.-P., Cai, C.
Format: Artikel
Sprache:eng
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Zusammenfassung:Novel C–S cross-dehydrogenative coupling (CDC) approaches for the selective synthesis of thioesters and thioethers have been developed via sp 3 C–H activation of methylarenes and subsequent functionalization. The reaction of methylarenes with thiols resulted in thioesters in the presence of a FeBr 2 /TBHP system, while treatment of methylarenes with thiols in the Pd(OAc) 2 /O 2 /TBHP system led to the formation of thioethers. Both the green protocols demonstrate good functional group tolerance and satisfactory yields.
ISSN:2046-2069
2046-2069
DOI:10.1039/C4RA09450F