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Free keywords:
nickel catalysis; heterocycle chemistry; hydrazine; isoxazoles; oxadiazoles; pyrazoles; triazoles
Abstract:
In this article we provide a route to transform isoxazoles and oxadiazoles into the corresponding pyrazoles and 1,2,4-triazoles in 1-step using catalytic amounts of an air-stable Ni(0) complex. The reaction is a formal atom exchange process at the internal heteroatoms of the aromatic cycle. This work provides a blueprint for reactivity that permits the rapid evaluation of different 5-membered azole scaffolds, thus avoiding de novo synthesis of the molecule of interest.