Synthesis of rhodamines from fluoresceins using Pd-catalyzed C-N cross-coupling

Org Lett. 2011 Dec 16;13(24):6354-7. doi: 10.1021/ol202618t. Epub 2011 Nov 17.

Abstract

A unified, convenient, and efficient strategy for the preparation of rhodamines and N,N'-diacylated rhodamines has been developed. Fluorescein ditriflates were found to undergo palladium-catalyzed C-N cross-coupling with amines, amides, carbamates, and other nitrogen nucleophiles to provide direct access to known and novel rhodamine derivatives, including fluorescent dyes, quenchers, and latent fluorophores.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Catalysis
  • Combinatorial Chemistry Techniques
  • Fluoresceins / chemistry*
  • Fluorescent Dyes / chemical synthesis
  • Fluorescent Dyes / chemistry
  • Molecular Structure
  • Palladium / chemistry*
  • Rhodamines / chemical synthesis*
  • Rhodamines / chemistry

Substances

  • Fluoresceins
  • Fluorescent Dyes
  • Rhodamines
  • Palladium