Novel synthesis of pseudopeptides bearing a difluoromethyl group by Ugi reaction and desulfanylation
2011

New Method to Create Difluoromethyl Pseudopeptides

publication Evidence: moderate

Author Information

Author(s): Wu Jingjing, Li Hui, Cao Song, Müller Thomas J

Primary Institution: Shanghai Key Laboratory of Chemical Biology, School of Pharmacy, East China University of Science and Technology, Shanghai, China

Hypothesis

Can we efficiently synthesize difluoromethyl-containing pseudopeptides using the Ugi reaction?

Conclusion

The study successfully developed a novel method for synthesizing difluoromethyl-containing pseudopeptides through the Ugi reaction.

Supporting Evidence

  • Thirteen difluoromethyl-containing pseudopeptides were synthesized.
  • The Ugi reaction offers significant advantages over conventional synthesis methods.
  • The method was demonstrated to work efficiently with various substrates.

Takeaway

The researchers found a new way to make special molecules called pseudopeptides that have a difluoromethyl group, which can be useful in medicine.

Methodology

The synthesis involved the Ugi reaction of substituted anilines, benzaldehyde, isocyanides, and a novel difluorinated building block, followed by the cleavage of the phenylsulfanyl group.

Digital Object Identifier (DOI)

10.3762/bjoc.7.123

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