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Issue 23, 2014

Synthesis of new asymmetric xanthene dyes via catalyst-free SNAr with sulfur nucleophiles

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Abstract

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.

Graphical abstract: Synthesis of new asymmetric xanthene dyes via catalyst-free SNAr with sulfur nucleophiles

Supplementary files

Article information


Submitted
10 Mar 2014
Accepted
17 Apr 2014
First published
17 Apr 2014

Org. Biomol. Chem., 2014,12, 3816-3820
Article type
Communication

Synthesis of new asymmetric xanthene dyes via catalyst-free SNAr with sulfur nucleophiles

M. Kotaskova, O. Osman Oglou and M. Helm, Org. Biomol. Chem., 2014, 12, 3816 DOI: 10.1039/C4OB00533C

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