Microwave mediated reactions toward synthesis of radiosensitizers

CHED 308

William Price, price@lasalle.edu and Michael J. Scheuermann, scheuermannm1@lasalle.edu. Department of Chemistry and Biochemistry, La Salle University, 1900 West Olney Ave., Philadelphia, PA 19141
Microwave technology offers a rapid and efficient method for organic synthesis. By using microwaves for heating over traditional methods, reactions that normally take days can be completed within minutes. Cantharidin, a naturally occurring phosphatase inhibitor, has been previously reported to be a good radiosensitizer of a variety of tumor cells; additionally, synthetic demethylated cantharidin analogues have been shown to act in a similar fashion. Microwave technology was shown to not only cut down on reaction time, but also successfully used to carry out syntheses that were not shown to react under standard conditions. For example, the microwave mediated epoxidation of exo 7-oxbicyclo[2.2.1] hept-5-ene-2,3-dicarboxylic anhydride (1) to epoxide 2 occurs stereospecifically in three minutes. Details of the scope of these reactions will be discussed.