An expeditious one-pot synthesis of thiourea derivatives of carbohydrates from sugar azides

Abstract

A facile and practical route for the high-yielding synthesis of various thiourea derivatives of carbohydrates has been accomplished through the coupling of carbohydrate-based azides and amines under Staudinger condition (PPh₃/CS₂). Structures of all the developed compounds have been elucidated using various spectroscopic techniques, including NMR, IR, and MS. Weak interactions within compound 3a have also been discussed through the analysis of its single crystal X-ray data.