A practical copper-catalyzed multicomponent reaction has been developed for the synthesis of 1 H-[1,2,3]triazolo[4,5- c]quinoline derivatives from commercially available 2-bromobenzaldehydes, aryl methyl ketones, and sodium azide. This protocol integrated consecutive base-promoted condensation, [3 + 2] cycloaddition, copper-catalyzed SAr, and denitrogenation cyclization sequences. Preliminary mechanistic studies revealed that CuBr acted as a multifunctional catalyst to streamline this domino process. The mild catalytic system enabled effective construction of one C-C and four C-N bonds in one operation.
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http://dx.doi.org/10.1021/acs.joc.8b02476 | DOI Listing |
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