Suzuki-type cross-couplings of substituted 3-pyridyl substrates

ORGN 353

James R. Vyvyan, vyvyan@chem.wwu.edu, Hayley S. Wall, wallh@cc.wwu.edu, Toby J. Ligon, ligont@cc.wwu.edu, and Jennifer A. Meyer. Department of Chemistry, Western Washington University, 516 High Street, Bellingham, WA 98225-9150
The reaction between substituted 3-pyridyl triflates (and boronates) with alkenyl boronates (and sulfonates) under Suzuki coupling conditions produces 3-(1-alken-2-yl)pyridines. Reaction conditions and coupling partners were varied to determine the most efficient route to the coupled products. Results will be discussed in the context of a proposed synthesis of the anti-cancer alkaloid cananodine