An acid-catalyzed multicomponent tandem cyclization protocol has been developed for the synthesis of polyfunctional dihydroindolizino[8,7-b]indoles from simple and readily available arylglyoxal monohydrates, tryptamines, and trans-β-nitrostyrenes or malononitrile. This reaction represents a highly efficient and convenient methodology for the synthesis of diversely substituted heteropolycyclic scaffolds under mild, metal-free conditions.

A highly efficient multicomponent domino protocol has been developed for the synthesis of 5-phenyl-[1,2,3]triazolo[1,5-c]quinazolines from simple and readily available (E)-1-bromo-2-(2-nitrovinyl)benzenes, aldehydes, and sodium azide. This elegant domino process involved consecutive [3 + 2] cycloaddition, copper-catalyzed S(N)Ar, reduction, cyclization, and oxidation sequences. Notably, sodium azide acted as a dual nitrogen source in the construction of this novel fused N-heterocycle.

A highly efficient Fe/Cu relay-catalyzed domino protocol has been developed for the synthesis of 2-phenylquinazolin-4-amines from commercially available ortho-halogenated benzonitriles, aldehydes, and sodium azide. This elegant domino process involved consecutive iron-mediated [3 + 2] cycloaddition, copper-catalyzed SNAr, reduction, cyclization, oxidation, and copper-catalyzed denitrogenation sequences. The formed structure is the privileged core in drugs and bioactive molecules.

A copper-catalyzed domino protocol for the synthesis of 2-(1,3,4-oxadiazol-2-yl)aniline derivatives has been developed from simple and available isatins and hydrazides. This domino process integrated consecutive condensation, base-promoted ring-opening and the key copper-catalyzed decarboxylative coupling for intramolecular C-O bond formation.

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