Regioselective synthesis of 2,4,5-trisubstituted oxazoles and ketene aminals via hydroamidation and iodo-imidation of ynamides

dc.contributor.author	Mallick, Rajendra K.
dc.contributor.author	Prabagar, B.
dc.contributor.author	Sahoo, Akhila K.
dc.date.accessioned	2022-03-27T09:53:18Z
dc.date.available	2022-03-27T09:53:18Z
dc.date.issued	2017-10-06
dc.description.abstract	A novel and straightforward protocol is demonstrated for the synthesis of highly substituted oxazoles from readily accessible ynamides in the presence of ytterbium-(III) trifluoromethanesulfonate [Yb(OTf)3], N-iodosuccinimide (NIS), and acetonitrile. Multiple oxazole skeletons in the aryl periphery are constructed in a single operation for the first time. The hydroamidation and iodo-imidation of ynamides to trisubstituted and tetrasubstituted ketene aminals is exemplified. An isotope labeling experiment is used to identify the oxygen source in this transformation. The reactions are scalable to the gram scale, testifying the robustness of the transformations.
dc.identifier.citation	Journal of Organic Chemistry. v.82(19)
dc.identifier.issn	00223263
dc.identifier.uri	10.1021/acs.joc.7b02124
dc.identifier.uri	https://pubs.acs.org/doi/10.1021/acs.joc.7b02124
dc.identifier.uri	https://dspace.uohyd.ac.in/handle/1/13407
dc.title	Regioselective synthesis of 2,4,5-trisubstituted oxazoles and ketene aminals via hydroamidation and iodo-imidation of ynamides
dc.type	Journal. Article
dspace.entity.type

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