Gold-Catalyzed Radical-Involved Intramolecular Cyclization of Internal N‑Propargylamides for the Construction of 5‑Oxazole Ketones

An expedient strategy for the synthesis of 5-oxazole ketones was developed via homogeneous gold catalysis with 4-MeO-TEMPO as an oxidant. The desired 5-oxazole ketones were achieved in decent yields with an excellent functional group compatibility under mild conditions. The current protocol also rep...

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Veröffentlicht in:Journal of organic chemistry 2019-01, Vol.84 (1), p.401-408
Hauptverfasser: An, Hejun, Mai, Shaoyu, Xuan, Qingqing, Zhou, Yao, Song, Qiuling
Format: Artikel
Sprache:eng
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Zusammenfassung:An expedient strategy for the synthesis of 5-oxazole ketones was developed via homogeneous gold catalysis with 4-MeO-TEMPO as an oxidant. The desired 5-oxazole ketones were achieved in decent yields with an excellent functional group compatibility under mild conditions. The current protocol also represents the first example for merging a gold catalyst and radical chemistry in one-pot synthesis with internal N-propargylamides.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.8b02334