Complementary Heterogeneous/Homogeneous Protocols for the Synthesis of Densely Functionalized Benzo [d] sultams: C C Bond Formation by Intramolecular Nucleophilic Aromatic Fluorine Displacement

Polyfunctionalized benzo[d]sultams 7,8, wich contain an amino acid unit, have been synthesized from the corresponding open chain (pentafluorobenzene)sulfonamides 4 by complementary solid-liquid phase transfer catalysis (SL-PTC) and homogeneous protocols. The cyclization step proceeds through the intramolecular nucleophilic displacement of an aromatic fluorine atom.