Fused isoindolo[1,3]benzo(or thieno)oxazepines 8a,b and one of their positional isomers aromatic tricyclic N,O‐acetals 13b are reported to occur efficiently in a three‐step sequence from N‐hydroxy‐methylphthalimide (6). The key step of this methodology is the intramolecular arylation of an endocyclic and/or exocyclic N‐acyliminium cation. The mechanism leading to these species, in particular to a tricyclic lactam 13b, is discussed.
Access to the New Isoindolo[1,3]benzothiazocinones via the Combination of N-Acyliminium Chemistry and Friedel-CraftsType π-Cyclization. -Synthetic sequences are reported for the short access to isoindolo[1,3]benzothiazocines (V) and their positional. The sequence is extended to the preparation of a chiral derivative (IX). -(CUL, A.; DAICH*, A.; DECROIX, B.; SANZ, G.; VAN HIJFTE, L.; Heterocycles 64 (2004) 33-39; Lab. Chim., Fac. Sci. Tech., Univ. Le Havre, F-76085 Le Havre, Fr.; Eng.) -Mais 25-170
Fused isoindolo [1,3]benzo(or thieno)oxazepines 8a,b and one of their positional isomers aromatic tricyclic N,O-acetals 13b are reported to occur efficiently in a three-step sequence from N-hydroxymethylphthalimide (6). The key step of this methodology is the intramolecular arylation of an endocyclic and/or exocyclic N-acyliminium cation. The mechanism leading to these species, in particular to a tricyclic lactam 13b, is discussed.
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