Water-soluble organocatalysts for hydrazone and oxime formation.

@article{Crisalli2013WatersolubleOF,
  title={Water-soluble organocatalysts for hydrazone and oxime formation.},
  author={Pete Crisalli and Eric T. Kool},
  journal={The Journal of organic chemistry},
  year={2013},
  volume={78 3},
  pages={1184-9}
}
The formation of oximes and hydrazones is widely used in chemistry and biology as a molecular conjugation strategy for achieving ligation, attachment, and bioconjugation. However, the relatively slow rate of reaction has hindered its utility. Here, we report that simple, commercially available anthranilic acids and aminobenzoic acids act as superior catalysts for hydrazone and oxime formation, speeding the reaction considerably over the traditional aniline-catalyzed reaction at neutral pH. This… CONTINUE READING
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