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
Org. Lett., 2020, 22, 11, 4146-4150
https://doi.org/10.1021/acs.orglett.0c01219

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.