A Microwave-Assisted Method for the Synthesis of Symmetrical and Unsymmetrical Cyanine Dyes

IF 3.6 2区 化学 Q1 CHEMISTRY, ORGANIC Journal of Organic Chemistry Pub Date : 2025-03-20 DOI:10.1021/acs.joc.4c02539
Samuel Babity, Shihao Pei, Justine Caron, Davide Brambilla
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Abstract

Cyanine dyes are widely used fluorophores with a range of labeling applications. However, there exists a lack of common, general methods for their synthesis that are applicable to dyes with a broad range of emission wavelengths. Herein, we describe a rapid, microwave-assisted, one-pot procedure for the synthesis of symmetrical trimethine, pentamethine, and heptamethine cyanine dyes in near-quantitative yields. A variation of the procedure allows the moderate-to-high-yielding synthesis of unsymmetrical cyanine dyes bearing −COOH substituents for functionalization.

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微波辅助合成对称和不对称菁染料的方法
菁氨酸染料是一种广泛使用的荧光团,具有广泛的标记应用。然而,目前还缺乏一种通用的方法来合成具有广泛发射波长范围的染料。在这里,我们描述了一个快速,微波辅助,一锅程序合成对称三甲基,五甲基和七甲基花青素染料在接近定量产率。该过程的一个变化允许中等到高产量的合成不对称菁染料携带- COOH取代基功能化。
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来源期刊
Journal of Organic Chemistry
Journal of Organic Chemistry 化学-有机化学
CiteScore
6.20
自引率
11.10%
发文量
1467
审稿时长
2 months
期刊介绍: Journal of Organic Chemistry welcomes original contributions of fundamental research in all branches of the theory and practice of organic chemistry. In selecting manuscripts for publication, the editors place emphasis on the quality and novelty of the work, as well as the breadth of interest to the organic chemistry community.
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