Transition‐Metal‐Catalyzed Hydroamination and Carboamination Reactions of Anthranilic Allenamides as a Route to 2‐Vinyl‐ and 2‐(α‐Styryl)quinazolin‐4‐one Derivatives

Gianluigi Broggini, Elena Borsini, Andrea Fasana, Giovanni Poli, Frédéric Liron

European Journal of Organic Chemistry · 2012 · 45 citations · 72 references

Concepts

Abstract

Abstract 2‐Vinyl‐ and 2‐(α‐styryl)quinazolin‐4‐ones have been synthesized by intramolecular gold‐catalyzed hydroamination and palladium‐catalyzed carboamination of anthranilic allenamides, easily prepared by prototropic isomerization of the corresponding propargylamides. These procedures, which lead to N ‐Boc‐protected quinazolinones, represent a more flexible alternative to the reported palladium‐catalyzedamination of anthranilic allylamides, achievable only from N ‐tosylallylamides.

References

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