A new stannane, and new radical-based methods for preparation of heterocycles.

摘要

This thesis describes two completed studies and two preliminary studies in the area of synthetic radical chemistry: (1) The development or a polar stannane to facilitate purification of products from radical reactions (Clive, D. L. J.; Yang, W. J. Org. Chem. 1995, 60, 2607). (2) The synthesis of a variety of bicyclic heterocyclic compounds, using a tandem process of diagonal radical cyclization, intramolecular hydrogen transfer, 5-endo ring closure, and intermolecular hydrogen transfer (Clive, D. L. J.; Yang, W. J. Chem. Soc., Chem. Commun. 1996, 1605). (3) A preliminary study on the cyclization of carbamoyl radicals to form {dollar}beta, gamma{dollar}, and {dollar}delta{dollar} lactams. The application of this methodology in the synthesis of A58365A, a blood pressure-lowering agent has been carried to an advanced stage. (4) A preliminary study on the use of tethered primary alkyl radicals for abstracting hydrogen from the {dollar}alpha{dollar} position of saturated nitrogen-heterocycles.