Ligand Effects in the Synthesis of N-Heterocycles by Intramolecular Heck Reactions
The Journal of Organic Chemistry2006Vol. 71(4), pp. 1732–1735
Citations Over TimeTop 14% of 2006 papers
Abstract
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.
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