Visible Light-Mediated Construction of Sulfonated Dibenzazepines

Visible Light-Mediated Construction of Sulfonated Dibenzazepines
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可见光介导的磺化二苯并氮杂卓的构建

DOI:
10.1002/cjoc.202100194
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发表时间:
2021
影响因子:
5.4
通讯作者:
Chen Zhongzhu
Chen Zhongzhu
中科院分区:
化学2区
文献类型:
--
作者:
Qu Chuanhua;Song Guiting;Ou Jianhua;Tang Dianyong;Xu Zhigang;Chen Zhongzhu

文献摘要

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介绍了一种通过可见光光氧化还原催化获得磺化二苯并[b,e]氮卓类药物的新方法。采用廉价和市售的磺酰氯化物形成磺酰自由基,使得炔加成反应和7元自由基环化步骤可以得到磺化二苯二氮。此外,用于合成邻氨基苯基乙炔衍生物的ugi型多组分反应(MCR)也可以作为级联自由基环化方案的快速底物合成方法,获得一系列高功能化磺化的二苯二氮化合物,这无疑大大简化了药物中重要核心结构二苯二氮化合物的合成步骤。
A new method to access sulfonated dibenz[b,e]azepines via visible-light photoredox catalysis is described. Employing inexpensive and commercially available sulfonyl chlorides to form the sulfonyl radicals enables the alkyne addition reaction followed by a 7-membered radical cyclization step to furnish sulfonated dibenzazepines. In addition, an Ugi-type multicomponent reaction (MCR) for the synthesis of o-aminophenylacetylene derivatives can also be used as a rapid substrate synthesis method for the cascade radical cyclization protocol to obtain a series of highly functionalized sulfonylated dibenzazepines, which undoubtedly greatly simplifies the synthetic steps of the dibenzazepine compounds that are important core structures in pharmaceuticals.