Charting the Chemical Reaction Space around a Multicomponent Combination: Controlled Access to a Diverse Set of Biologically Relevant Scaffolds.
Charting the Chemical Reaction Space around a Multicomponent Combination: Controlled Access to a Diverse Set of Biologically Relevant Scaffolds.
复制标题
绘制围绕多组分组合的化学反应空间：对一组不同的生物相关支架的受控访问。
DOI：
10.1002/anie.202303889
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发表时间：
2023
期刊：
影响因子：
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通讯作者：
Nadal Rodríguez P
中科院分区：
文献类型：
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作者：
Nadal Rodríguez P
绘制羰基、胺和异氰酸酯组合周围的化学反应空间图，可以描述导致各种不饱和咪唑酮支架的新的多组分过程。所得到的化合物展示了绿色荧光蛋白的发色团和天然产物腔肠净的核心。尽管所涉及的途径具有竞争性，但通用方案提供了对所需化学类型的选择性访问。此外，我们描述了咪唑酮核心的C-2位上前所未有的反应活性，直接生成具有天然产物(如亮氨酸胺)、有效的激酶抑制剂和具有合适的光学和生物学特征的荧光探针的C、S和N-衍生物。
Charting the chemical reaction space around the combination of carbonyls, amines, and isocyanoacetates allows the description of new multicomponent processes leading to a variety of unsaturated imidazolone scaffolds. The resulting compounds display the chromophore of the green fluorescent protein and the core of the natural product coelenterazine. Despite the competitive nature of the pathways involved, general protocols provide selective access to the desired chemotypes. Moreover, we describe unprecedented reactivity at the C‐2 position of the imidazolone core to directly afford C, S, and N‐derivatives featuring natural products (e.g. leucettamines), potent kinase inhibitors, and fluorescent probes with suitable optical and biological profiles.