Synthesis and reactions of 4-aryl-3-pyrrolin-2-ones

CHED 329

Kimberly P. White, kimberly.white@hws.edu, Sarah J. P. Yoon-Miller, and Erin T. Pelkey, pelkey@hws.edu. Department of Chemistry, Hobart and William Smith Colleges, 300 Pulteney St., Geneva, NY 14456
A three-step approach to 4-aryl-3-pyrrolin-2-ones from a readily available tetramic acid is described. The introduction of different aryl groups to the 4-position of the ring system was accomplished utilizing Suzuki-Miyaura cross-coupling reactions of a tetramic acid tosylate ester. Progress toward the synthesis of 2,4-diarylpyrroles and 3-arylpyrroles from 4-aryl-3-pyrroline-2-ones will also be presented.