Three-Component Reaction toward Polyannulated Quinazolinones, Benzoxazinones, and Benzothiazinones

An efficient conversion of readily
accessible cyclic imines with
acid chlorides, that are able to take part in nucleophilic aromatic
substitution (SNAr) reactions is realized in a new three-component,
one-pot reaction, giving at least tricyclic annulated quinazolinones,
benzoxazinones, and benzothiazinones as a result of the employed nitrogen,
oxygen, or sulfur nucleophiles, respectively. Especially in the case
of quinazolinones, this convenient strategy enables the access to
heterocycles of heightened diversity, which offer the development
of efficient derivatizations of the elaborated heterocyclic scaffolds.
In a subsequent Heck or Ullmann cyclization, further annulations to
the mentioned quinazolinones can be carried out.