Digital Object Identifier (DOI)
The Cu(I)-catalyzed azide–alkyne cycloaddition (CuAAC) in aqueous media using resorcinarene glycoconjugate (RG) is reported. The eight β-D-glucopyranoside moieties constructed on the resorcinarene 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.
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Citation / Publisher Attribution
RSC Advances, v. 9, p. 10109-10116
Scholar Commons Citation
Husain, Ali A. and Bisht, Kirpal S., "Synthesis of a Novel Resorcinarene–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.