Applications of the enantioselective Heck-Matsuda reaction in the synthesis of enantiomerically enriched indolines: methodological development and applications

Abstract

Considering the preliminary results from Prof. Correia's group, we aim at studying the intramolecular Heck Matsuda for the formation of indoline moieties. Based on methodologies under development in the research group for the in situ formation of arenediazonium compounds, the products can be synthesized directly from the anilines in a one-pot reaction. The in situ formation allows us to circumvent the difficulty of synthesizing and isolating some arenediazoniums salts, therefore, expanding the scope of substrates (anilines) for this reaction.Additional studies will be carried out to ensure the adequacy of arenediazonium salts formation in the presence of N, N-ligands, necessary for the adequate enantioselectivity of the reaction, thus enabling the synthesis of substituted indolines in high yields and enantiomeric excesses. (AU)