Copper-Mediated DNA-Compatible One-Pot Click Reactions of Alkynes with Aryl Borates and TMS-N<sub>3</sub>
Yi Qu, Huanan Wen, Rui Ge, Yanfen Xu, Hong Gao, Xiaodong Shi, Jiangong Wang, Weiren Cui, Wenji Su, Hongfang Yang, Letian Kuai, Alexander L. Satz, Xuanjia Peng
Abstract
We report a DNA-compatible copper-mediated efficient synthesis of 1,2,3-triazoles via a one-pot reaction of aryl borates with TMS-N3 followed by a click cycloaddition reaction. Employing the binuclear macrocyclic nanocatalyst Cu(II)-β-cyclodextrin, the reactions were performed under mild conditions with high conversions and wide functional group tolerance. We also demonstrate the reaction application toward a one-pot DNA-compatible intramolecular macrocyclization. Our optimized reaction protocol results in no significant DNA damage as judged by qPCR analysis and Sanger sequencing data.