Synthesis of biologically important  4‐Phenyl‐  C ‐glycosyl‐1,2,3‐triazole derivatives by Cu(I)‐catalyzed azide–alkyne cycloaddition | Zendy

Ponnapalli Kalyana K. | Zendy; Kawade Sachin K. | Zendy; Adak Avijit K. | Zendy; Wu HsinRu | Zendy; Lin ChunCheng | Zendy

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Synthesis of biologically important 4‐Phenyl‐ C ‐glycosyl‐1,2,3‐triazole derivatives by Cu(I)‐catalyzed azide–alkyne cycloaddition

Author(s) -

Ponnapalli Kalyana K.,

Kawade Sachin K.,

Adak Avijit K.,

Wu HsinRu,

Lin ChunCheng

Publication year - 2021

Publication title -

journal of the chinese chemical society

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.329

H-Index - 45

eISSN - 2192-6549

pISSN - 0009-4536

DOI - 10.1002/jccs.202000452

Subject(s) - chemistry , alkyne , cycloaddition , glycosyl , azide , yield (engineering) , catalysis , combinatorial chemistry , click chemistry , ligand (biochemistry) , substrate (aquarium) , triazole , organic chemistry , biochemistry , materials science , receptor , oceanography , metallurgy , geology

A new series of 4‐phenyl‐ C ‐glycosyl‐1,2,3‐triazoles were synthesized using Cu(I)‐ catalyzed azide–alkyne cycloaddition. The key step in the synthesis involved the coupling of unprotected glycosyl azides with substituted C ‐glycosylated phenyl acetylenes. Using o ‐phenylenediamine as a ligand, we could significantly reduce the reaction time, improve the product yield, and simplify the purification process. Broad substrate scope in terms of sugars was achieved.

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