A SmI 2 -mediated reductive cyclisation reaction using the trifluoroacetamide group as the radical precursor

A samarium(II)-mediated reductive cyclisation reaction with the aminoketyl radical from the trifluoroacetamide group for synthesising 2-trifluoromethylindolines was developed. This reaction is the first example of using an acyclic amide group, which is considered difficult to react with SmI , in a r...

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Veröffentlicht in:Organic & biomolecular chemistry 2024-03, Vol.22 (10), p.1988-1992
Hauptverfasser: Yoshioka, Kota, Iwasaki, Hiroki, Hanaki, Mako, Ito, Saho, Iwamoto, Yuzuha, Ichihara, Rio, Nambu, Hisanori
Format: Artikel
Sprache:eng
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Zusammenfassung:A samarium(II)-mediated reductive cyclisation reaction with the aminoketyl radical from the trifluoroacetamide group for synthesising 2-trifluoromethylindolines was developed. This reaction is the first example of using an acyclic amide group, which is considered difficult to react with SmI , in a reductive cyclisation. Additionally, the conversion of the obtained product into 2-trifluoromethylindole was achieved.
ISSN:1477-0520
1477-0539
DOI:10.1039/d3ob02040a