Formation of cyclic sulfonamides via an unusual 8-endo-trig Heck olefination reaction

The synthesis of the novel benz[c]azocines, 11a and 11b was achieved following an 8-endo-trig selective intramolecular Heck reaction. Optimisation of this reaction demonstrated that inclusion of both tetra-n-butylammonium sulfate and water was essential for its success. No products from the corresponding 7-exo-trig process were encountered under these conditions.

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