Gold(I)-Catalyzed Intramolecular Hydrothiophenylation of N-Thiophen-3-yl Alkynylamides for Accessing Thieno[3,2-b]pyridine-5(4H)-ones: Development of F-Actin Specific Fluorescent Probes,The Journal of Organic Chemistry

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Gold(I)-Catalyzed Intramolecular Hydrothiophenylation of N-Thiophen-3-yl Alkynylamides for Accessing Thieno[3,2-b]pyridine-5(4H)-ones: Development of F-Actin Specific Fluorescent Probes
The Journal of Organic Chemistry ( IF 3.3 ) Pub Date : 2022-02-11 , DOI: 10.1021/acs.joc.1c02923
Dan-Bi Sung ₁ , Jang Hee Han _{2,

3} , Yong-Keon Kim _{2,

3} , Bo Hyun Mun ₁ , Sol Park _{1,

4} , Hyun Seok Kim _{2,

3} , Jong Seok Lee _{1,

4}

Affiliation

Herein, we describe an original synthetic method for a series of fluorescent thieno[3,2-b]pyridine-5(4H)-one derivatives prepared via the gold(I)-catalyzed 6-endo-dig intramolecular hydrothiophenylation process involving N-thiophen-3-yl alkynylamides. The brightness was improved; emission could be tuned, and larger Stokes shifts were recorded. We also designed and synthesized the phalloidin-based fluorescent chemical probes KF-P1 and KF-P2 to realize fluorescent F-actin imaging.

中文翻译：

金 (I)-催化 N-Thiophen-3-yl Alkynylamides 的分子内氢噻吩化用于获取 Thieno[3,2-b]pyridine-5(4H)-ones：开发 F-Actin 特异性荧光探针

在此，我们描述了一系列荧光噻吩并[3,2 - b ]吡啶-5(4 H )-one衍生物的原始合成方法，该方法通过金(I)催化的6 - endo -dig分子内氢噻吩化过程制备，涉及N -噻吩-3-基炔基酰胺。亮度提高；可以调整发射，并记录更大的斯托克斯位移。我们还设计合成了基于鬼笔环肽的荧光化学探针KF - P1和KF - P2，以实现荧光F-肌动蛋白成像。

更新日期：2022-02-11

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