Trichloroisocyanuric acid (TCCA): an efficient green reagent for activation of thioglycosides toward hydrolysis

Trichloroisocyanuric acid (TCCA), an inexpensive, commercially available, and non-toxic reagent has been used for the activation of thioglycosides toward their hydrolysis to the corresponding hemiacetals in high to excellent yields. The methodology provides a mild reaction condition for dealing with compounds containing acid sensitive functional groups.

Graphical abstractFigure optionsDownload full-size imageDownload as PowerPoint slideHighlights► Trichloroisocyanuric acid (TCCA) is an inexpensive and green chlorinating reagent. ► TCCA can activate thioglycosides through chlorination of the anomeric sulfur. ► TCCA mediates hydrolysis of thioglycosides to the corresponding hemiacetals.