The DBU-catalyzed [3 + 3] and [3 + 2] cyclization reactions of azomethine ylides with adiazocarbonyls as N-terminal electrophiles have been developed. These reactions involve a sequential intermolecular nucleophilic addition/intramolecular cyclization/oxidation procedure. By the assembly of readily available starting materials, these transformations offer novel, highly efficient one-pot syntheses of various functionalized 1,2,4-triazine and 1,2,4-triazole derivatives in an atom-economical manner under ambient and metal-free conditions in a high regio-and diastereoselective manner.
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