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.

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► 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.