Preparation of glycosyl thiourea derivatives from glycosyl azides using sulfamic acid and sodium iodide in one-pot. (3rd November 2016)

• Record Type: Journal Article
• Authors: Gucchait, Arin; Jana, Manas; Jana, Kuladip; Misra, Anup Kumar
• Is Part Of: Carbohydrate research. Volume 434(2016)
• Page Start: 107
• Page End: 112
• Publication Date: 2016-11-03
• Subjects: Carbohydrate -- Azide -- Thiourea -- Reduction -- Sulfamic acid -- Sodium iodide -- Isothiocyanate; Carbohydrates -- Periodicals; Chemistry, Organic -- Periodicals; Biochemistry -- Periodicals; Carbohydrates -- Periodicals; Chimie organique -- Périodiques; Glucides -- Périodiques; Biochemistry; Carbohydrates; Chemistry, Organic; Periodicals; Electronic journals; 507.78
• DOI: 10.1016/j.carres.2016.09.002
• Languages: English
• ISSNs: 0008-6215

Abstract

Abstract: Novel one-pot reaction conditions have been developed for the preparation of glycosyl thiourea derivatives directly from glycosyl azides mediated by a combination of sulfamic acid and sodium iodide. The reaction conditions were clean, non-toxic and the products were isolated in good to excellent yield. Graphical abstract: Highlights: Glycosyl thiourea derivatives were prepared directly from glycosyl azides. Sulfamic acid and sodium iodide has been used for the reduction of azide group. Non-metallic and non-hazardous reaction condition. Aryl isothiocyanates reacted with in situ generated glycosyl amine derivatives.