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Chemoselective Preparation of Unsymmetrical Bis(1,2,3‐triazole) Derivatives and Application in Bis(1,2,3‐triazole)‐Modified Peptidomimetic Synthesis
Author(s) -
Niu Tengfei,
Gu Lin,
Wang Liang,
Yi Wenbin,
Cai Chun
Publication year - 2012
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201201096
Subject(s) - peptidomimetic , chemistry , cycloaddition , azide , combinatorial chemistry , triazole , bifunctional , alkyne , 1,2,3 triazole , click chemistry , organic chemistry , catalysis , peptide , biochemistry
Abstract An efficient chemoselective methodology for the syntheses of unsymmetrical bis(1,2,3‐triazole) derivatives has been developed. This protocol utilizes alkynyl‐substituted amines as bifunctional linkers to conjoin a copper‐free three‐component cycloaddition with a copper(I)‐catalyzed alkyne–azide cycloaddition in a one‐pot procedure. In addition, we used this method for the construction of unsymmetrical bis(1,2,3‐triazole)‐modified peptidomimetics through a combination of multicomponent reactions taking place in a sequential process, which may be utilized in biological applications.