Synthesis of Fluorine-Containing 6-Arylpurine Derivatives via CpCo(III)-Catalyzed C–H Bond Activation

Cp*Co(III)-catalyzed (Cp*=pentamethylcyclopentadienyl) C–H bond functionalization of 6-arylpurines using gem-difluoroalkenes and allyl fluorides is described. The reaction with gem-difluoroalkenes afforded monofluoroalkenes with high (Z)-selectivity, while the reaction with allyl fluorides led to C–...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Chemical & pharmaceutical bulletin 2018/01/01, Vol.66(1), pp.51-54
Hauptverfasser: Murakami, Nanami, Yoshida, Misaki, Yoshino, Tatsuhiko, Matsunaga, Shigeki
Format: Artikel
Sprache:eng
Schlagworte:
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
Beschreibung
Zusammenfassung:Cp*Co(III)-catalyzed (Cp*=pentamethylcyclopentadienyl) C–H bond functionalization of 6-arylpurines using gem-difluoroalkenes and allyl fluorides is described. The reaction with gem-difluoroalkenes afforded monofluoroalkenes with high (Z)-selectivity, while the reaction with allyl fluorides led to C–H allylation in moderate (Z)-selectivity. Both reactions proceeded using a user-friendly single-component catalyst [Cp*Co(CH3CN)3](SbF6)2 in fluorinated alcohol solvents without any additives. Robustness was also demonstrated by a preparative-scale reaction under air.
ISSN:0009-2363
1347-5223
DOI:10.1248/cpb.c17-00797