Metal-Free Syntheses of α-Ketothioamide and α-Ketoamide Derivatives from Sulfoxonium Ylides.

Org Lett

Department of Chemistry, Institute of Science, Banaras Hindu University, Varanasi, Uttar Pradesh 221005, India.

Published: November 2022

An efficient base, additive and metal-free synthetic methods for α-ketothioamide and α-ketoamide derivatives from readily available sulfoxonium ylides have been described. Sulfoxonium ylides with primary or secondary amines afforded α-ketothioamides in the presence of elemental sulfur, whereas α-ketoamides were produced when I and TBHP were present. The reaction proceeded well at room temperature and generated the corresponding molecules in good to excellent yields. The reaction can be scaled-up and tolerated by a range of functional groups with simple operational procedures.

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http://dx.doi.org/10.1021/acs.orglett.2c03371DOI Listing

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