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Synthesis of Naphtho[2,3-]oxazoles via Ag(I) Acid-Mediated Oxazole-Benzannulation of -Alkynylamidoarylketones. | LitMetric

Synthesis of Naphtho[2,3-]oxazoles via Ag(I) Acid-Mediated Oxazole-Benzannulation of -Alkynylamidoarylketones.

J Org Chem

Program on Chemical Sciences, Center of Excellence on Environmental Health and Toxicology (EHT), Chulabhorn Graduate Institute, OPS, MHESI, 54 Kamphaeng Phet 6, Laksi, Bangkok 10210, Thailand.

Published: March 2023

A cascade oxazole-benzannulation for the synthesis of naphtho[2,3-]oxazoles has been developed employing -alkynylamidoarylketones as substrates. This procedure provides the advantage of preparing a wide variety of substituents on naphtho[2,3-]oxazole structures. In addition, -alkynylamidoarylketones could be prepared from easily accessible and a wide variety of commercially available starting materials. Therefore, this method is a judicious choice of strategy to synthesize naphtho[2,3-]oxazoles with a great variety of substituents. In this work, 27 examples were demonstrated to provide the desired products in moderate to good yields.

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http://dx.doi.org/10.1021/acs.joc.2c00940DOI Listing

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