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2‐Chloroimidazolium Chloride as a Coupling Reagent for Amide Bond Formation
Author(s) -
Han Jie,
Sun Yingjie,
Wang Zhifan,
Huang Qingfei,
Zhu Jin,
Wang Yuanhua,
Zhong Liu,
Wang Qiwei
Publication year - 2020
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.202000391
Subject(s) - dipeptide , peptide bond , reagent , chemistry , combinatorial chemistry , substrate (aquarium) , amide , chloride , conjugate , selectivity , glycine , peptide , organic chemistry , amino acid , catalysis , biochemistry , biology , mathematical analysis , mathematics , ecology
A highly efficient synthesis strategy, focusing on amide bond formation and peptide synthesis, has been developed under mild condition by employing a 2‐chloroimidazolium chloride IMesCl−Cl as a coupling reagent. This strategy exhibited wide substrate scope and good chemo‐selectivity. Notably, no significant loss of enantiopurity was observed when employing this strategy to dipeptide synthesis. This method was also successfully applied in glycine‐conjugate bile acids synthesis. A plausible formation mechanism via an active ester intermediate was proposed.