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


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.

SUBMITTER: Grimm JB 

PROVIDER: S-EPMC3235915 | biostudies-literature | 2011 Dec

REPOSITORIES: biostudies-literature

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

Grimm Jonathan B JB   Lavis Luke D LD  

Organic letters 20111117 24


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. ...[more]

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