Synthesis of N,N-Bis-Sulfonylated and N-Alkyl-N-Sulfonylated G1 Dendrimers via Click Reaction: Application of Thiocarbamide based CuI Catalysts

Abstract

This manuscript deals with the design of thiocarbamide based CuI catalysts C1, C2 and C3 and their application in synthesis of 1,2,3-triazole based N,N-bis-sulfonylated and N-alkyl-N-sulfonylated G1 dendrimers. Since thermal stability of N−S bonds of persulfone moiety is poor, therefore, CuAAC reactions were performed at ambient conditions using catalysts C1, C2 and C3, and solvents water/t-BuOH, DCM, DMSO. It was observed that product yield was satisfactory in DCM however it was very poor in DMSO. However, liquid assisted grinding (LAG) approach improved the yield from good to excellent and lowers the reaction time. Among all the three catalysts, C3 showed the better catalytic activity under LAG approach. © 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim