Studies On The Transition Metal-catalyzed Desulfitative Cyanation And Formylation Rection

Organosulfur compounds are widly exist in the natural world. In thelast few years, the C-C cross-coupling reactions by desulfuration oforganosulfur compounds under the transition-metal-catalyst have evokedmuch attention. Aromatic nitriles are ubiquitous structural motifs thatfrequently occur in agrochemically useful and pharmaceutically activecompounds.Moreover, nitriles enjoy high prestige in the field of syntheticchemistry because of their possible transformations to benzoicacids/esters, amines, amides, benzamidines, and heterocycles. As aconsequence, the synthesis of nitriles has been an interest of chemists forseveral decades. Moreover, the reaction of formylation is also apowerful protocol to construct compound skeletons because the aldehyde group can be easily transformed to acids, imines, esters. This dissertationis consisted of two parts:In part one, we summarized and analysed the recent researchprogress on the transition-metal-catalyzed Organosulfur compoundsdesulfitative cross-coupling reactions. In addition, we reported thepalladium-catalyzed desulfitative cyanation of arenesulfonyl chloridesand sodium sulfinates via releasing SO2. This method provided newcoupling partners for the cyanation rection. Above all, we investigated thepreliminary mechanism.In part two, we have developed a simple, copper-catalyzed,sequential CDC reaction of TMEDA. The C-H bonds of indoles weredirectly formylated with good functional group tolerance. This procedureemployed O2as a clean terminal oxidant. Thus, it provided a practicalapproach to access3-formyl indoles. Moreover, this protocol afforded thenew aldehyde group sources. All-important we investigated thepreliminary mechanism.