Microwave-Assisted N-Alkylations of Isatins

Abstract

<p>In light of the fact that oxindoles undergo alkylation at both the nitrogen and the C-3 position, one route to regioisomerically produced N-alkyl oxindoles involves a two step process involving N-alkylation of the corresponding isatin followed by reductive deoxygenation of the isatin. We report that isatins can be efficiently N-alkylated using a variety of bases under microwave conditions. These isatins then seve as precursors to oxindoles using Wolff-Kishner conditions.</p><p>This presentation occurred at the Wright State University Campus-Wide Celebration of Research, Scholarship and Creative Activities on April 16, 2010</p>