Document Type
Article
Publication Date
2019
Digital Object Identifier (DOI)
https://doi.org/10.1039/C9RA00972H
Abstract
The Cu(I)-catalyzed azide–alkyne cycloaddition (CuAAC) in aqueous media using resorcin[4]arene glycoconjugate (RG) is reported. The eight β-D-glucopyranoside moieties constructed on the resorcin[4]arene upper rim provide a pseudo-saccharide cavity that offers a suitable host environment for water-insoluble hydrophobic azido and/or alkyne substrates in water. The utility of RG was established as an efficient inverse phase transfer catalyst for the CuAAC in water as a green approach for the synthesis of 1,4-disubstituted 1,2,3-triazole species. The catalytic utility of RG (1 mol%) was demonstrated in a multicomponent one-pot CuAAC for various azido/alkyne substrates. The RG acts as a molecular host and a micro-reactor resulting in the 1,4-disubstituted 1,2,3-triazoles in excellent yield.
Rights Information
This work is licensed under a Creative Commons Attribution 3.0 License.
Was this content written or created while at USF?
Yes
Citation / Publisher Attribution
RSC Advances, v. 9, p. 10109-10116
Scholar Commons Citation
Husain, Ali A. and Bisht, Kirpal S., "Synthesis of a Novel Resorcin[4]arene–glucose Conjugate and its Catalysis of the CuAAC Reaction for the Synthesis of 1,4-Disubstituted 1,2,3-Tiazoles in Water" (2019). Chemistry Faculty Publications. 133.
https://digitalcommons.usf.edu/chm_facpub/133
