Nickel catalyzed site selective C-H functionalization of α-aryl-thioamides

A catalytic site selective intramolecular C-S bond forming reaction is demonstrated for the first time. The C-H bond functionalization of α-aryl-thioacetanilides was efficiently catalyzed by 2 mol% NiBr 2 , resulting in valuable 2-aminobenzo[ b ]thiophenes in moderate to good yields. Furthermore, th...

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Veröffentlicht in:Organic & biomolecular chemistry 2018, Vol.16 (35), p.645-649
Hauptverfasser: Bandyopadhyay, Debashruti, Thirupathi, Annaram, Dhage, Nagsen Munjaji, Mohanta, Nirmala, Peruncheralathan, S
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Sprache:eng
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Zusammenfassung:A catalytic site selective intramolecular C-S bond forming reaction is demonstrated for the first time. The C-H bond functionalization of α-aryl-thioacetanilides was efficiently catalyzed by 2 mol% NiBr 2 , resulting in valuable 2-aminobenzo[ b ]thiophenes in moderate to good yields. Furthermore, the selective sp 2 C-H bond functionalization over sp 3 is exemplified. A nickel catalyzed C-H bond functionalization reaction has been used for the first time to study an intramolecular site-selective C-S bond formation of arenes.
ISSN:1477-0520
1477-0539
DOI:10.1039/c8ob01712c