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The copper-catalyzed multicomponent reaction of 2-iodobenzamides, NaN3 and terminal alkynes for the synthesis of 2-(1,2,3,-triazolyl)benzamide derivatives was achieved in a one-step process and short period of time under mild reaction condition. The transformations consisted of C(aryl)-N bond formation and azide-alkyne cycloadditon. The absence of an external base was found to be crucial in determining the preferred reaction pathway.

Quinoline derivatives were obtained from enaminones and 2-bromo- or 2-iodobenzaldehydes via copper-catalyzed domino reactions consisting of the aldol reaction, C(aryl)-N bond formation and elimination. The electronic effect of aldehydes played a major role in the reaction outcome. Two simple protocols are disclosed to achieve various quinolines from both cyclic and acyclic enaminones in good yields. With the less-reactive acyclic enaminones, diethyl-2-(2-bromobenzylidene)malonate was shown to be more compatible than the benzaldehydes.

A simple and commercially available nickel catalyst for E-selective alkyne semihydrogenation is presented. The protocol is practical and encompasses a wide variety of internal alkynes, with aryl and alkyl substituents tolerated alike.