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Synthesis 2003(10): 1541-1544
DOI: 10.1055/s-2003-40521
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

Convenient One-Pot Synthesis of 4-(Dialkylaminobenzyl)triphenylphosphonium Salts - Application to the Synthesis of a Fluorescent Probe for Multiphotonic Imaging of Biological Membranes

Laurent Porrès, Bharath Kumar Goud Bhatthula, Mireille Blanchard-Desce*
Synthèse et ElectroSynthèse Organiques (CNRS, UMR 6510) , Université de Rennes 1, Campus de Beaulieu, Bât. 10A, 35042 Rennes Cedex, France
Fax: +33(2)23236277; e-Mail: Mireille.Blanchard-Desce@univ-rennes1.fr;
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Publikationsverlauf

Received 18 April 2003
Publikationsdatum:
08. Juli 2003 (online)

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Abstract

An efficient one-pot preparation of (dialkylaminobenzyl)triphenylphosphonium salts directly from dialkylbenzenamine is described. The one-pot procedure proceeds quickly in high yields and allows the synthesis of useful reagents for Wittig reaction. Their potential is illustrated by the synthesis of a bolaamphiphilic fluorophore of interest for biological membrane imaging.

Key words

phosphorus - amines - Wittig reactions - alkenation - fluorescence­ - conjugation

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