Acid catalyzed nitrile thiolysis of 3-amino-acrylonitriles, toward the synthesis of 3, 4-substituted-5-amino-isothiazoles. Issue 20 (13th May 2015)

• Record Type: Journal Article
• Authors: Kuklish, Steven L.; Backer, Ryan T.; Fisher, Matthew J.; Kempema, Aaron M.; Mauldin, Scott C.; Merschaert, Alain
• Is Part Of: Tetrahedron letters. Volume 56:Issue 20(2015)
• Page Start: 2605
• Page End: 2607
• Publication Date: 2015-05-13
• Subjects: Isothiazole -- Amino-acrylonitrile -- Amino-thioacrylamides -- Thiolysis -- Thioamidation; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tetlet.2015.04.019
• Languages: English
• ISSNs: 0040-4039

Abstract

Graphical abstract: Abstract: Application of an acid-catalyzed thioamidation of β-amino-acrylonitriles to the corresponding β-amino-thioacrylamides toward the synthesis of 3, 4-substituted-5-amino-isothiazoles is described. The greatest yields were observed for examples with electron rich aromatic systems. This method uses inexpensive and easily handled reagents.