A convenient synthesis of 1,3-dithioles, 1,3-thiaselenoles and 1,3-thiatelluroles

✍ Scribed by R. S. Sukhai; W. Verboom; J. Meijer; M. J. M. Schoufs; L. Brandsma

• Book ID: 104588286
• Publisher: Elsevier Science
• Year: 2010
• Tongue: English
• Weight: 341 KB
• Volume: 100
• Category: Article
• ISSN: 0165-0513
• DOI: 10.1002/recl.19811000104

✦ Synopsis

Abstract

Reaction of 1‐(chloromethylthio)‐1‐alkynes (RCCSCH~2~Cl, R  alkyl or phenyl) with an alkali metal sulfide, selenide or telluride gives 4‐substituted 1,3‐dithioles together with the corresponding 1,3‐thiaselenoles and 1,3‐thiatelluroles in good yields. The compounds RCCSCH~2~Cl can be obtained either from lithium alkynethiolates (RCCSLi) and BrCH~2~Cl or from alkynyllithium (RCCLi) and chloromethyl thiocyanates (ClCH~2~SCN).