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Free radical-promoted direct C–H silylation of pyrrolo[2,3-d]pyrimidine derivatives with hydrosilanes
Tetrahedron ( IF 2.1 ) Pub Date : 2024-02-23 , DOI: 10.1016/j.tet.2024.133912
Mingrui Liu , Ning Li , Qingbo Zhu , Zhuo Zhang , Min Liu , Zhengtong Mao , Xingxian Zhang

A transition metal-free direct C–H silylation of pharmaceutically relevant pyrrolo[2,3-]pyrimidine (7-DAPs) derivatives with hydrosilanes has been developed via a radical reaction. This protocol provides the divergent silylated 7-DAPs in moderate to good yields with good regioselectivity. The protocol features operational simplicity, broad substrate scope and the use of safe and readily available LPO (Lauroyl peroxide) as the radical initiators. Preliminary mechanistic studies suggest that the induced silyl radical is involved in this transformation.

中文翻译:

自由基促进的吡咯并[2,3-d]嘧啶衍生物与氢硅烷的直接C-H硅烷化反应

通过自由基反应,开发了一种无过渡金属的药物相关吡咯并[2,3-]嘧啶(7-DAP)衍生物与氢硅烷的直接C-H硅烷化反应。该方案以中等至良好的产率提供了不同的硅烷化 7-DAP,并具有良好的区域选择性。该协议具有操作简单、底物范围广泛以及使用安全且易于获得的 LPO(过氧化月桂酰)作为自由基引发剂的特点。初步的机理研究表明诱导的甲硅烷基自由基参与了这种转变。
更新日期:2024-02-23
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