Studies On Iodine-Induced Synthesis Of Indole Derivatives And Nitration Of Aromatic Sulfamide

Indole and its derivatives are a class of very important heterocyclic compounds and chemical raw materials that are widely used in dyes, medicines, perfumes, food additives and pesticides, etc. Because of their unique structure, indole compounds widely exist in natural products and bioactive molecules, e.g., phytohormones and tryptophan. Chemists become more and more interested in indole and its derivatives, and some new reactions and new applications have been reported.Aromatic nitro compounds are a class of very important organic chemical raw materials and are important raw materials for the preparation of aromatic amines, diazonium salts etc. Aromatic nitro compounds are widely used in industrial production of pesticides, medicines, explosives, dyes, perfumes, chemical fiber, rubber and other products and are inseparable with our daily life. This paper mainly studies the green synthesis methods of indole derivatives and o-nitroaniline.Chapter:ⅠStudy on the synthesis methods of indole derivatives:mainly on the following four aspects:1. Study on the synthesis methods of indole and its derivatives.2. Application status of indole and its derivatives.3. Research progress of organic reaction involving iodine.4. Study on the synthesis methods of indole derivatives with the participation of iodine.Chapter:ⅡSynthesis of2,3-biindole and2-morpholine indole and their derivatives with the participation of iodine:mainly introduce that the transition metal catalyzed reaction series for producing2,3-biindole may be replaced by our reaction promoted by iodine. In the same way, we can introduce morpholine at the2-position of indole.Chapter:ⅢIn this chapter, we mainly introduce the amination at the2-position of N-protected indole with the participation of iodine and the simple synthesis of the natural product (±)-folicanthine, with our green mild reaction conditions as a key step. The core skeleton structure of the natural product (±)-folicanthine may be obtained via one step, and this reaction may be amplified to gram level and above.Chapter:ⅣResearch progress in the synthesis of aromatic nitro compounds:mainly make a summary of the research results in the synthesis of aromatic nitro compounds achieved in recent years and discuss the mechanism of related reactions.Chapter:ⅤSynthesis of o-nitroaniline and its derivatives:focus on the oxidation and nitration of p-toluenesulfonamide. o-Nitroaniline derivatives may be obtained only through one simple step of deprotection. Oxidants and digestion reagents used in our reaction are very cheap inorganic salts (sodium nitrite and potassium monopersulfate). This reaction may be amplified to gram level and above, and industrialization is expected.