The Study Of 3-sulfenylindoles And 2-aminobenzothiazoles Synthetic Methods

The dissertation focuses on the development of the methods for synthesis of 3-sulfenylindoles and 2-aminobenzothiazoles. 3-Sulfenylindoles are important synthetic intermediates, widely exist in many natural products, and prevalent in the structural unit of many biologically activie compounds. 3-Sulfenylindoles, important topical indoles, were identified for their potential in many major therapeutic areas, such as oncology, HIV, and heart disease. 2-Aminobenzothiazoles are alo important heterocyclic compounds, which displays a unique physiological and biological activity and has a wide range of applications in pesticide, medicine and other fields. Therefore, considerable efforts have been devoted to the development of new route to these compounds. The main contents of this dissertation are listed as follow:(1) Recent advances in the palladium-catalyzed synthesis of indoles and Transition metal-catalyzed synthesis of 2-aminobenzothiazoles were reviewed.(2) 3-Sulfenylindoles can be efficiently prepared in moderate to good yields from the tandem reaction between 2-(1-alkynyl)benzenamines and disulfides using the PdCl2/DMSO/air catalytic systems.(3) Copper-catalyzed tandem reaction of 2-halobenzenamines with isothiocyanates has been developed for the synthesis of 2-aminobenzothiazoles. In the presence of CuBr and TBAB, a variety of 2-halobenzenamines smoothly underwent the reaction with isothiocyanates at 40 oC, affording 2-aminobenzothiazoles in moderate to excellent yields. It is noteworthy that the reaction is conducted under mild, relatively low catalyst loading, ligand- and base-free conditions.