Concise Access to α‐Arylketothioamides by Redox Reaction between Acetophenones, Elemental Sulfur and DMF. Issue 20 (11th July 2017)

• Record Type: Journal Article
• Authors: Liu, Weibing; Chen, Cui; Zhou, Peng
• Is Part Of: ChemistrySelect. Volume 2:Issue 20(2017)
• Page Start: 5532
• Page End: 5535
• Publication Date: 2017-07-11
• Subjects: α-arylketothioamides -- acetophenones -- elemental sulfur -- DMF -- redox reaction; Chemistry -- Periodicals; 540.5
• DOI: 10.1002/slct.201700866
• Languages: English
• ISSNs: 2365-6549

Abstract

Abstract: A copper oxide and iodine‐mediated redox reaction has been developed for the synthesis of α‐arylketothioamides from acetophenones, elemental sulfur, and N, N‐dimethylformamide (DMF). The reaction is scalable and tolerates a wide range of functional groups, providing an efficient means of accessing α‐arylketothioamides. Besides, it proceeded in an excellent step‐ and redox‐efficient manner, in which DMF and elemental sulfur both play a dual role; elemental sulfur as a nucleophilic building block and a redox moderating agent to meet the electronic requirements of the whole process, and DMF as the solvent and the surrogate of dimethylamine. Abstract : Synthesis of α‐arylketothioamides from acetophenones, elemental sulfur, and N, N‐dimethylformamide (DMF) via a copper oxide and iodine‐mediated redox reaction. The reaction is scalable and tolerates a wide range of functional groups, providing an efficient means of accessing α‐arylketothioamides.