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Gold-catalyzed synthesis of oxazoles from alkynyl triazenes and dioxazoles

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A gold-catalyzed regioselective [3 + 2] cycloaddition of alkynyl triazenes with 1,2,4-dioxazoles was developed. The triazene group in the products could be replaced to obtain iodo-oxazoles, providing potential transformations to… Click to show full abstract

A gold-catalyzed regioselective [3 + 2] cycloaddition of alkynyl triazenes with 1,2,4-dioxazoles was developed. The triazene group in the products could be replaced to obtain iodo-oxazoles, providing potential transformations to diverse oxazole structures. This protocol features readily available starting materials, mild reaction conditions and scalability. A plausible mechanism involving a nitrene transfer process was proposed.

Keywords: triazenes dioxazoles; oxazoles alkynyl; synthesis oxazoles; alkynyl triazenes; gold catalyzed; catalyzed synthesis

Journal Title: RSC Advances
Year Published: 2022

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