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近红外氨基苯基、羟基苯基和苯基取代七甲川花菁的合成及光谱性质

Synthesis and spectral properties of near-infrared aminophenyl-, hydroxyphenyl-, and phenyl-substituted heptamethine cyanines.

作者信息

Lee Hyeran, Mason J Christian, Achilefu Samuel

机构信息

Department of Radiology, Washington University, St. Louis, Missouri 63110, USA.

出版信息

J Org Chem. 2008 Jan 18;73(2):723-5. doi: 10.1021/jo701793h. Epub 2007 Dec 21.

DOI:10.1021/jo701793h
PMID:18095702
Abstract

Diverse meso-aminophenyl-, hydroxyphenyl-, and phenyl-substituted heptamethine cyanine dyes were prepared by a modified Suzuki--Miyaura method in good yields. In addition, direct Suzuki coupling of Vilsmeier--Haack reagent extends the procedure to the synthesis of otherwise difficult cyanine dyes containing multiple heteroatoms in the indolium ring. The new compounds possess excellent spectral properties and can be used to label bioactive molecules and nanoparticles. The one-pot synthesis procedure eliminates the cumbersome steps of protecting/deprotecting amino or hydroxy groups.

摘要

通过改进的铃木-宫浦方法,以良好的产率制备了多种中氨基苯基、羟基苯基和苯基取代的七甲川花菁染料。此外,Vilsmeier-Haack试剂的直接铃木偶联将该方法扩展到了在吲哚环中含有多个杂原子的其他难以合成的花菁染料的合成。这些新化合物具有优异的光谱性质,可用于标记生物活性分子和纳米颗粒。一锅法合成程序省去了保护/脱保护氨基或羟基的繁琐步骤。

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