A common diaryl ether intermediate for the gram-scale synthesis of oxazine and xanthene fluorophores.

A common diaryl ether intermediate for the gram-scale synthesis of oxazine and xanthene fluorophores.
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DOI:
10.1002/anie.201205369
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发表时间:
2013-01-07
影响因子:
16.6
通讯作者:
Cornish, Virginia W.
Cornish, Virginia W.
中科院分区:
化学1区
文献类型:
--
作者:
Anzalone, Andrew V.;Wang, Tracy Y.;Chen, Zhixing;Cornish, Virginia W.

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醚型恶嗪或杂蒽:尽管人们对应用单分子光谱学研究体外和体内生物途径的分子机制越来越感兴趣,但广泛使用的、明亮的、光稳定的恶嗪和杂蒽荧光团仍然是通过低产率和混合物的合成路线制备的。在这里,我们证明了最近的cu偶联反应可以在一种新的合成策略中被利用来构建恶嗪和杂蒽荧光团,这为克级制备已知的荧光团和探索新的荧光团类似物以改善光物理性质提供了途径。
Ether Oxazines or Xanthenes: Despite growing interest in applying single-molecule spectroscopy to study the molecular mechanisms of biological pathways in vitro and in vivo, the widely used, bright and photostable oxazine and xanthene fluorophores are still prepared by synthetic routes that are low yielding and give a mixture of products. Here, we demonstrate that recent Cu-coupling reactions can be exploited in a new synthetic strategy for the construction of oxazine and xanthene fluorophores that provides an avenue for gram-scale preparation of known fluorophores and facile exploration of new fluorophore analogs for improvements in photophysical properties.
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