Ligand Effects in the Synthesis of N-Heterocycles by Intramolecular Heck Reactions
datasetposted on 2006-02-17, 00:00 authored by Emma L. Cropper, Andrew J. P. White, Agnes Ford, King Kuok (Mimi) Hii
Chemo- and regioselectivity of intramolecular Heck reactions are dependent on the type of ligand employed. Six- to eight-membered benzolactams are produced in good yields using PPh3 as ligand. In contrast, a biaryl coupling occurred preferentially under ligandless conditions to form a dihydrophenanthridine product. Conformations of the seven- and eight-membered benzolactams in the solid state were examined by X-ray crystallography.