Studies On One-Pot Synthesis Of Functionalized Benzimidazoles And Indolines Via Copper-Catalyzed Multicomponent Reactions

Owing to their synthetic efficiency, variability and convergency, multicomponent reactions have become a rapidly evolving research area in the past few years. This thesis includes two parts:(1) A one-pot synthesis of functionalized benzimidazoles via copper-catalyzed cascade multicomponent reaction has been developed. (2) A one-pot synthesis of functionalized indolines via copper-catalyzed cascade multicomponent reaction has been developed. The research results are summerized as follows:1. A novel method for synthesis of functionalized benzimidazoles via copper-catalyzed one-pot multicomponent reaction has been developed. A series of functionalized benzimidazoles were synthesized via a copper-catalyzed three-component cascade reaction of sulfonyl azides, alkynes and 2-bromoanilines and a copper-catalyzed intramolecular N-arylation of sulfonamides in one sequence. Compared with published methods, our procedure is efficient, mild, and general.2. A novel method for synthesis of functionalized indolines via copper-catalyzed one-pot multicomponent reaction has been developed. A series of functionalized indolines were synthesized via a copper-catalyzed three-component cascade reaction of sulfonyl azides, primary amines and 2-bromophenylacetylenes and a copper-catalyzed intramolecular cyclolization in one sequence. Compared with published methods, our procedure is efficient, mild, and general. Functionalized indolone could be abtained upon treatment of corresponding indoline with concentrated hydrochloric acid.