Construction of C(sp 2 )–S and C(sp 2 )–Se bonds via a silver( i )-mediated coupling reaction of heterocyclic ketene aminals with diaryl dichalcogenides

A novel silver( i )-mediated direct coupling reaction using heterocyclic ketene aminals (HKAs) and diaryl dichalcogenides for the construction of C(sp 2 )–S and C(sp 2 )–Se bonds was reported. The transformation involves a variety of functionalized substrates, leading to α-arylthio and α-phenylselan...

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Veröffentlicht in:RSC advances 2014-01, Vol.4 (50), p.26389-26397
Hauptverfasser: Jiang, Xiu-Yang, Liu, Zhi-Cheng, Fang, Li, Yan, Sheng-Jiao, Lin, Jun
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Sprache:eng
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Zusammenfassung:A novel silver( i )-mediated direct coupling reaction using heterocyclic ketene aminals (HKAs) and diaryl dichalcogenides for the construction of C(sp 2 )–S and C(sp 2 )–Se bonds was reported. The transformation involves a variety of functionalized substrates, leading to α-arylthio and α-phenylselanyl HKAs in a mild, facile and efficient way with high regioselectivity and excellent yields. The broad scope of the starting materials enhanced the chemo-diversity of the target materials, thus affording a number of potential applications in the synthesis of heterocycles and its relevant medicinal chemistry.
ISSN:2046-2069
2046-2069
DOI:10.1039/C4RA02519A