Author:

Abstract:

My work is devoted to the exploration of transition metal-catalyzed direct Csp3-H and Csp2-H functionalization involving radical processes. Several projects about this promising strategy by combined direct C-H functionalization with the high reactivity of radicals will be demonstrated. Part 1 describes the copper-catalyzed one step direct olefination of benzaldehydes into unsymmetrical 1,3-diarylpropenes, via a novel domino Knoevenagel/decarboxylation/Csp3-H activation sequence. Part 2 discusses a simple, convenient and alternate microwave-assisted approach to 3,3-dialkylated oxindoles via a Cu-catalyzed oxidative addition of non-activated ketones to acrylamides. Part 3 is dedicated to the elaboration of a Cu-catalyzed tandem radical alkylation/cyclization of N-arylacrylamides for the synthesis of diversified 3,3-disubstituted oxindoles. Different isocyanides were used as the source of alkyl radicals in this project. Part 4 represents an efficient Pd-catalyzed synthesis of 2-acylation indoles employing toluene derivatives as the acylation reagents and pyrimidine as directing groups.