4.6 Article

Modular synthesis of triazoles from 2-azidoacrylamides having a nucleophilic amino group

期刊

ORGANIC & BIOMOLECULAR CHEMISTRY
卷 20, 期 30, 页码 6007-6011

出版社

ROYAL SOC CHEMISTRY
DOI: 10.1039/d2ob00151a

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资金

  1. JSPS KAKENHI [JP19K05451]
  2. Naito Foundation
  3. Japan Agency for Medical Research and Development (AMED) [JP21am0101098]
  4. Cooperative Research Project of Research Center for Biomedical Engineering

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This study discloses assembling methods using 2-azidoacrylamides with a nucleophilic amino group. Divergent transformations of the amine-type trivalent platform resulted in a wide range of 2-azidoacrylamides involving a fluorosulfonyl group. Consecutive click conjugations, including triazole formation, thiol-ene-type 1,4-addition, and SuFEx reactions, efficiently assembled easily available simple modules.
Assembling methods using 2-azidoacrylamides having a nucleophilic amino group are disclosed. Divergent transformations of the amine-type trivalent platform were accomplished with a wide variety of electrophiles to obtain a broad range of 2-azidoacrylamides involving a fluorosulfonyl group-containing trivalent platform. Consecutive click conjugations including triazole formation, thiol-ene-type 1,4-addition, and SuFEx reactions realized the efficient assembly of easily available simple modules.

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