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  • Title: Sc(OTf)3-catalyzed dehydrogenative cyclization for synthesis of N-methylacridones.
    Author: Li XA, Wang HL, Yang SD.
    Journal: Org Lett; 2013 Apr 19; 15(8):1794-7. PubMed ID: 23540601.
    Abstract:
    A novel method has been developed for the synthesis of substituted N-methylacridones from 2-(N-methyl-N-phenylamino)benzaldehydes via dehydrogenative cyclization. This transformation involves two primary processes: the aldehyde first coordinates with Sc(OTf)3 and induces the aromatic electrophilic substitution (S(E)Ar) reaction to form the active intermediate N-methyl-acridin-9-ol, which is then quickly oxidized in situ to afford the acridones. Furthermore, the procedure involved is both environmental friendly and atom efficient; H2O is the only byproduct in this reaction.
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