Research Of Tertiary Amine C-N Activation And Arylamide C-H Functionalization Catalyzed By Palladium And Rhodium

Transition metal-catalyzed C-H and C-N activation is one of the hot topics in organic synthesis. Compared with the traditional methods of organic synthesis, this is a new green stratage, which applied in simple, readily available and cheap raw materials, and gains various organic compounds efficiently in mild reaction conditions, and improves atom economy. Benzamide and its derivatives are an important class of organic synthesis intermediates, that skeleton are widely exist in natural products and can be used for the synthesis of dyes and medicines. For these reasons, the construction of benzamide skeleton has also attractive much attentions for chemists. C-H bond is the most common chemical bond in organic chemistry, C-H bond activation can simplify raw materials, shorten the reaction steps, and can be prepare the organic molecules which are difficult to prepare in classical methods, is the most economical, simple and efficient way, in line with the development of modern green chemistry trend. In additional, the research of directly synthesizing C-C bond and C-heteroatom bond through the unactivated C-H bond, can greatly promote the development of the field of organic synthesis. This dissertation focused on the transition-metal-catalyzed C-N and C-H activation. The main contents are listed as follow:(1) The research of palladium-catalyzed carbonylation of aryl iodides with tertiary amines. This paper uses carbon monoxide as carbonyl source, with iodoaryl and tertiary amine to synthesize N, N- disubstituted amides, which has creatively changed the traditional method for the synthesis of these compounds. This method which has mild reaction conditions, simple operations, less byproducts, is a major complement to build a new C-N bond.(2) Research on a rhodium-catalyzed ortho-alkenyl of benzamide. In this section, we have developed a new method for the synthesis of 2-allylic benzamide derivatives via rhodium-catalyzed C-H activation of benzamides with allylic acetate, with high atom economy, medium yield, and provides a new synthetic method for ortho-substituted benzamide compounds.