Study On The Synthesis Of CF₃-containing Naphthalenes And Quinoxalines

Transition metal-catalyzed coupling reaction has become one of the most powerful methodologies for C-S, C-O and C-N bond formation in organic synthesis. This method could offer an efficient route for the selective construction of oxygen-, sulfur- and nitrogen-containing compounds. Naphthalene structural unit has been found in many biologically active molecules and natural products. Particularly, naphthalene derivatives have been widely used in the field of optoelectronic functional materials. Therefore, the synthesis of naphthalenes has great synthetic significance. Moreover, quinoxalines are widely used in material sciences and also have important biological and pharmacological properties, which are essential structural units in numerous biological activity compounds and natural compounds. This paper focuses on the development of new methods for the synthesis of naphthalenes and quinoxalines, and consists of the following three parts:(1) The recent research on the synthesis of naphthalene and quinoxaline compounds has been reviewed.(2) An iron-promoted electrophilic annulation of aryl enynes with disulfides or diselenides leading to polysubstituted naphthalenes has been developed. This high efficient reaction used low-cost catalyst and reactants.(3) A one-pot strategy for the synthesis of CF3-containing quinoxalines from N-aryl enamines and nitromethane was developed. This method applied nitromethane as the newly formed amino group resource. The simple reaction condition allows to prepare quinoxalines in good yields.