Lewis Acid Catalyzed Benzylic C−H Bond Functionalization of Azaarenes: Addition to Enones

Lewis Acid Catalyzed Benzylic C−H Bond Functionalization of Azaarenes: Addition to Enones

A Lewis acid catalyzed benzylic C−H bond functionalization of alkyl-substituted azaarenes is described. Sc(OTf)3 and Y(OTf)3 promoted the direct addition of alkyl-substituted azaarenes and benzoxazole to enones and an α,β-unsaturated N-acylpyrrole. Products were obtained in 60−96% yield.

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Veröffentlicht in:Organic letters 2011-04, Vol.13 (7), p.1706-1709
Hauptverfasser: Komai, Hirotomo, Yoshino, Tatsuhiko, Matsunaga, Shigeki, Kanai, Motomu
Format: Artikel
Sprache:eng
Schlagworte:
Aza Compounds - chemistry
Benzene - chemistry
Carbon - chemistry
Catalysis
Hydrogen - chemistry
Lewis Acids - chemistry
Molecular Structure
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Zusammenfassung:A Lewis acid catalyzed benzylic C−H bond functionalization of alkyl-substituted azaarenes is described. Sc(OTf)3 and Y(OTf)3 promoted the direct addition of alkyl-substituted azaarenes and benzoxazole to enones and an α,β-unsaturated N-acylpyrrole. Products were obtained in 60−96% yield.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol200217y