Studies On Transition Metal Catalyzed CDC Reactions For C-C Bond Formation

Transition metal catalyzed C-H bond functionalizations have been extensively developed in the past decade. As a subfield of this subject, CDC (Cross-Dehydrogenative-Coupling) reaction has emerged as an important tool for the C-C bond construction and features in high atom-economy. In the context, novel transition metal catalyzed CDC strategies were developed for preparing Carbazolones and α,β-unsaturated ketone derivatives, two critical intermediates in chemistry fields. This dissertation includes three chapters as follows:1) Advances in the preparing of Carbazolones and α,β-unsaturated ketone derivatives, which are substructures found in skeletons of important biological and pharmaceutical molecules, were systematically reviewed.2) A Palladium acetate catalyzed intramolecular CDC of Enaminones was developed to construct Carbazolone derivatives, which featured in easily obtained substrates and excellent yields (up to 85%).3) An environmentally friendly, nontoxic, and not expensive FeCl3·6H2O catalyzed CDC reaction between carbonyl compounds and N,N-dimethyl amides (DMF or DMA) was developed to give α,β-unsaturated ketone derivatives. The single-carbon atom in "N,N-dimethyl " moiety was transferred into the a-C-H bond of carbonyl compounds under oxidizing conditions. The reaction was carried out under air with excellent yields (up to 94%).