Copper-catalyzed 1,2-N migration enhances selectivity in pyridazine derivatives, suggesting efficient synthesis.
1,2-N-Migration into metal carbenes has proven to be a powerful method for the efficient construction of various valuable N-heterocycles. However, most of them are so far limited to diazo substrates and noble-metal catalysts. Herein, we report a highly selective 1,2-N migration into copper carbenes generated by the copper-catalyzed cyclization of vinylallenes, enabling the practical and atom-economical construction of diverse tetrahydropyridazines. Moreover, employing nBu-substituted vinylallenes as starting materials, 4-butylidene-tetrahydropyridazines can be exclusively formed in an orderly manner by 1,2-N migration and 1,5-H migration.
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Wei et al. (2026) studied this question.
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