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Gold-catalyzed synthesis of oxazoles from alkynyl triazenes and dioxazoles.


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.

SUBMITTER: Mao Z 

PROVIDER: S-EPMC9428897 | biostudies-literature | 2022 Aug

REPOSITORIES: biostudies-literature

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Gold-catalyzed synthesis of oxazoles from alkynyl triazenes and dioxazoles.

Mao Zhenjun Z   Zeng Hao H  

RSC advances 20220831 38


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. ...[more]

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