From the extensive work on the synthesis of pyrroles, the Paal-Knorr method has received increasing attention from synthetic perspectives. Synthesis of pyrroles bound to indole skeleton is a challenging objective. In this paper, we describe a straightforward synthesis of substituted pyrroles bound to indole by bismuth nitrate-induced reactions of indole 2, 3-dione with 4-hydroxyproline. Notably, this method has been proved to be highly effective for the synthesis of pyrroles with ketones of widely different structures. In addition, no extra energy source, like microwave irradiation or ultrasound is needed for the success of the reaction. This method has great potential for future application.
New Reactions and Methodology, Materials, Total Synthesis, Process R&D
8:00 PM-10:00 PM, Sunday, 28 August 2005 Washington DC Convention Center -- Hall A, Poster