The Synthesis Of3-Substitued Indolone By Heck Reaction In The Presence Of Palladium Catalyst And A New Technique Of Synthesis Of Strawberry Acid By PCC Oxidation

Due to the unique physiological activity, Indole derivatives have an important role in all respects of life. So, synthesis of indole derivatives become one of the hot topics of chemical workers. Because of the mild reaction condition of Heck reaction, it has become an important method for obtain indole derivatives. The study synthesized two3-substituted indoleone by using o-bromo aniline as reactant, through chlorination, amidation and palladium-catalyzed cyclizationand one-pot Reaction respectively, it explored and optimized the reaction condition of each step and got the optimum reaction condition.Strawberry acid is a widely used organic acid, which is using in spice, beverage, food additive et al. the synthetic route that has been put into production was by using propanal as reactant through aldol condensation and oxidation. But the acetonitrile which used as a solvent in the oxidation reaction is a toxic solvent, at the same time, because of the susceptible to be oxidation and low boiling point of the intermediate2-methyl-2-Pentenal, whch lead to large losses while isolation and purification it. The study successfully avoided these two shortcomings by using ethyl acetate as solvent and under one-pot reaction, meanwhile, it has improved the production process and enhanced the yield. We also synthesized benzoic acid. experiments show that the system has a unique advantage in the synthesis of olefine acid.