S8‐Mediated One‐Pot Synthesis of Thioamides from Benzyl Chlorides and Amines. Issue 11 (21st September 2016)

• Record Type: Journal Article
• Authors: Li, Xiaotong; Pan, Qiang; Hu, Renhe; Wang, Xin; Yang, Zhao; Han, Shiqing
• Is Part Of: Asian journal of organic chemistry. Volume 5:Issue 11(2016)
• Page Start: 1353
• Page End: 1358
• Publication Date: 2016-09-21
• Subjects: amines -- benzyl chloride -- elemental sulfur -- thioamides; Chemistry, Organic -- Periodicals; Organic compounds -- Synthesis -- Periodicals; 547.005
• DOI: 10.1002/ajoc.201600385
• Languages: English
• ISSNs: 2193-5807

Abstract

Abstract: A straightforward and convenient method for the one‐pot synthesis of thioamides has been developed by using a three‐component reaction involving readily available benzyl chlorides, amines, and elemental sulfur. A variety of thioamides were synthesized in satisfactory yields (up to 88 %). This approach was scalable and tolerated a wide range of functional groups on the aromatic ring. It was also compatible with some heterocycle substrates, provided efficient and practical access to thioamides. No transition metals or external oxidants were required in the reaction. A plausible mechanism is also proposed on the basis of some control experiments. Abstract : One‐pot synthesis of thioamides : A straightforward and atom‐economical method for the one‐pot synthesis of thioamides has been developed by using a three‐component reaction involving benzyl chlorides, amines, and elemental sulfur. Various thioamides were synthesized in good yields (up to 88 %) with good functional group tolerance. In addition, no transition metals or external oxidants were required for the reaction.