Gold-catalyzed synthesis of oxazoles from alkynyl triazenes and dioxazoles

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 st...

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Detalles Bibliográficos
Autores principales: Mao, Zhenjun, Zeng, Hao
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2022
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9428897/
https://www.ncbi.nlm.nih.gov/pubmed/36128381
http://dx.doi.org/10.1039/d2ra04559a
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author Mao, Zhenjun
Zeng, Hao
author_facet Mao, Zhenjun
Zeng, Hao
author_sort Mao, Zhenjun
collection PubMed
description 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.
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spelling pubmed-94288972022-09-19 Gold-catalyzed synthesis of oxazoles from alkynyl triazenes and dioxazoles Mao, Zhenjun Zeng, Hao RSC Adv Chemistry 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. The Royal Society of Chemistry 2022-08-31 /pmc/articles/PMC9428897/ /pubmed/36128381 http://dx.doi.org/10.1039/d2ra04559a Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
Mao, Zhenjun
Zeng, Hao
Gold-catalyzed synthesis of oxazoles from alkynyl triazenes and dioxazoles
title Gold-catalyzed synthesis of oxazoles from alkynyl triazenes and dioxazoles
title_full Gold-catalyzed synthesis of oxazoles from alkynyl triazenes and dioxazoles
title_fullStr Gold-catalyzed synthesis of oxazoles from alkynyl triazenes and dioxazoles
title_full_unstemmed Gold-catalyzed synthesis of oxazoles from alkynyl triazenes and dioxazoles
title_short Gold-catalyzed synthesis of oxazoles from alkynyl triazenes and dioxazoles
title_sort gold-catalyzed synthesis of oxazoles from alkynyl triazenes and dioxazoles
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9428897/
https://www.ncbi.nlm.nih.gov/pubmed/36128381
http://dx.doi.org/10.1039/d2ra04559a
work_keys_str_mv AT maozhenjun goldcatalyzedsynthesisofoxazolesfromalkynyltriazenesanddioxazoles
AT zenghao goldcatalyzedsynthesisofoxazolesfromalkynyltriazenesanddioxazoles

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