19983-35-8Relevant articles and documents
Copper-Catalyzed Thioannulation of Propynamides with Sodium Sulfide for the Synthesis of Isothiazol-3-ones
Wang, Sui-Qian,Hu, Bo-Lun,Zhang, Xing-Guo
, (2019)
A method for the copper-catalyzed thioannulation of propynamides with sodium sulfide was developed for the synthesis of isothiazol-3-ones. The reaction involves a nucleophilic addition and an intramolecular cross-dehydrogenative coupling reaction. The thi
A stereoselective thiocyanate conjugate addition to electron deficient alkynes and concomitant cyclization to N,S-heterocycles
Dwivedi, Vikas,Rajesh, Manda,Kumar, Ravi,Kant, Ruchir,Sridhar Reddy, Maddi
supporting information, p. 11060 - 11063 (2017/10/13)
A regio- and stereoselective thiocyanate addition to ynones is achieved using KSCN in AcOH at 70 °C. The reaction is extendable to ynals, ynesulfones, ynoic acids and ynoates. Adducts from ynones were readily transformed into thiazine-2-thione derivatives under slightly modified reaction conditions. In contrast, thiocyanated adducts from ynamides underwent an in situ decyanative amido cyclization towards isothiazolones. None of these events needed any transition metal or catalyst, attaining a high synthetic value.