One-Pot Three-Component Click Reaction of Cyclic Sulfates and Cyclic Sulfamidates

Received: October 19, 2011; Revised: March 8, 2012; Published online: && &&, 0000Supporting information for this article is available on the WWW under http://dx.doi.org/10.1002/adsc.201100813.Abstract: A one-pot, three-component methodologyinvolving tandem azidation and click copper(I)-cata-lyzed azide-alkyne cycloaddition (CuAAC) of cyclicsulfates or cyclic sulfamidates in the presence ofsodium azides and alkynes is reported. The devel-oped protocol takes also advantage of the concomi-tant use of microwave (MW) irradiation and hetero-geneous catalysis. The protocol allows the fast andefficient preparation of (alkyl sulfate)- and (alkylsulfamidate)-1H-1,2,3-triazoles in a simple manner.Keywords: click chemistry; cyclic sulfamidates; cyclicsulfates; cycloadditions; multi-component reactions