6533b7d5fe1ef96bd1265014

RESEARCH PRODUCT

ChemInform Abstract: Synthesis of New Asymmetric Xanthene Dyes via Catalyst-Free SNAr with Sulfur Nucleophiles.

Okan Osman OglouMark HelmMichaela Kotaskova

subject

Xanthenechemistry.chemical_compoundchemistryNucleophileNucleophilic aromatic substitutionLabellingMoietychemistry.chemical_elementGeneral MedicineCombinatorial chemistrySulfurCatalysisMacromolecule

description

Addition of a single functional handle to the tricyclic moiety of fluorescein results in asymmetric xanthene dyes. Our synthesis of a new class of asymmetric xanthenes proceeds via an unusual SNAr with sulfur nucleophiles on electron rich aromatic xanthenes scaffolds in the absence of a metal catalyst. The resulting 3′-thioethers exhibit high photostability and are conveniently converted into reactive dyes for macromolecule labelling.

https://doi.org/10.1002/chin.201444201