Synthesis of 2-amino-substituted-1, 3, 4-thiadiazoles via 2, 3-dichloro-5, 6-dicyano-1, 4-benzoquinone (DDQ) mediated intramolecular C–S bond formation in thiosemicarbazones. Issue 9 (2nd March 2016)

• Record Type: Journal Article
• Authors: Singh, Sarangthem Joychandra; Rajamanickam, Suresh; Gogoi, Anupal; Patel, Bhisma K.
• Is Part Of: Tetrahedron letters. Volume 57:Issue 9(2016)
• Page Start: 1044
• Page End: 1047
• Publication Date: 2016-03-02
• Subjects: 1, 3, 4-Thiadiazoles -- DDQ -- Thiosemicarbazone -- C–S bond formation -- Heterocycles; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tetlet.2016.01.083
• Languages: English
• ISSNs: 0040-4039

Abstract

Graphical abstract: Abstract: An effective oxidative intramolecular cyclization (C–S bond formation) of thiosemicarbazones using 2, 3-dichloro-5, 6-dicyano-1, 4-benzoquinone (DDQ) has been developed to afford a diverse array of 2-amino-substituted-1, 3, 4-thiadiazoles. The attractive features of this protocol are operational simplicity, obviates the need of expensive transition-metal catalysts and broad substrate scope.