Facile synthesis of pyronin-9-thione via a trisulfur radical anion mechanism
Facile synthesis of pyronin-9-thione via a trisulfur radical anion mechanism
复制标题
通过三硫自由基阴离子机制轻松合成pyronin-9-硫酮
DOI：
10.1039/d0nj04808a
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发表时间：
2021-01-07
影响因子：
3.3
通讯作者：
Jin, Jing-Yi
中科院分区：
文献类型：
--
作者：
Mai, Yu-Zhuo;Xie, Yu-Zhong;Jin, Jing-Yi
派罗宁-9-硫酮(PY-S)是开发各种生物标记和成像荧光探针的关键合成中间体。以派罗宁为原料合成了PY-S，产率高达90%。对反应机理的研究表明，三硫基阴离子(S-3(-))在C=S键的形成中起着关键作用。建立的新方法反应时间短、操作简便、毒性低，适合于克级合成PY-S。
Pyronin-9-thione (PY-S) is a key synthetic intermediate to develop various fluorescent probes for biological labeling and imaging. We developed a facile synthesis of PY-S from pyronin with a high yield up to 90%. The investigation of the reaction mechanism disclosed that the trisulfur radical anion (S-3(-)) played a key role in the formation of the C = S bond. The new established methodology was proved to have a short reaction time, operation easiness, and low toxicity and is suitable for the gram-scale synthesis of PY-S.