Study On The Reaction Of Constructing Amide Bond Via Oxidation Amidation And Aminocarbonylation

In recent decades, developing environmentally friendly and convenient methodologies to construct amide structure has been one of the research hotspots in organic chemistry. Indeed, amides have drawn intensive attentions not only because of their extraordinary biological and pharmacological activities, but also because of their extremely useful functional groups in the preparation of a variety of organic compounds. In addition, it has been reported that more than half of the drug molecules contain the amide structure. Therefore, the construction of amide bond is the cornerstone of the development of organic chemistry.Generally, amide bond is synthesized by acylation of amines with carboxylic acid derivatives(acid chloride, anhydride, active esters, etc.). These strategies are the most commonly used method in the synthesis of this drug currently. However, these strategies have several intrinsic drawbacks, such as using toxic reagents, poor atom-efficiency. Oxidant amidation and aminocarbonylation are also common synthetic strategies for the synthesis of amide compounds and the reaction conditions are also constantly being improved. This paper is also mainly from the two strategies, through the cheap raw materials, mild conditions for the synthesis of amide.This paper mainly includes the following two parts of research content:(1). This paper developed an environmentally friendly dirtect oxidative amidation between methylarenes and free amines. The aromatic amide could be prepared efficiently from raw chemiacals by employing TBHP as a “green” oxidant with co-catalysis of TBAI and FeCl3 in water.(2). This paper developed a new “green” method for the synthesis of the amide via aminocarbonylation. The Palladium diacetate-catalyzed aminocarbonylation of aryl hydrazines and amines in the presence of the oxygen. The aminocarbonylation via the C-N bond cleavage of aryl hydrazines have not been reported before.This paper realized efficient and environmental-friendly synthesis of amides under mild conditions. And the raw materials were cheap and easy to get, the operation was convenient and purification of the products were also simple. Under the background of “green chemistry”, both methods in this paper have a great potential in the synthetic applications.