Photoinduced Remote Functionalisations by Iminyl Radical Promoted C-C and C-H Bond Cleavage Cascades

Photoinduced Remote Functionalisations by Iminyl Radical Promoted C-C and C-H Bond Cleavage Cascades
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亚氨基自由基促进 C-C 和 C-H 键断裂级联的光诱导远程官能化

DOI:
10.1002/ange.201710790
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发表时间:
2017
期刊:
影响因子:
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通讯作者:
Dauncey E
Dauncey E
中科院分区:
--
文献类型:
--
作者:
Dauncey E

文献摘要

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一个光诱导的级联策略,导致各种不同的功能化腈和酮已被开发。这些反应依赖于简单肟氧化生成亚胺基自由基。通过C(sp3)−(sp3)和C(sp3)−H键裂解的自由基转座使得能够接近经历SH2官能化的远端碳自由基。这些温和的可见光介导的过程可用于远程取代、氯化和叠氮化,并被应用于生物活性和结构复杂分子的修饰。
A photoinduced cascade strategy leading to a variety of differentially functionalised nitriles and ketones has been developed. These reactions rely on the oxidative generation of iminyl radicals from simple oximes. Radical transposition by C(sp3)−(sp3) and C(sp3)−H bond cleavage gives access to distal carbon radicals that undergo SH2 functionalisations. These mild, visible‐light‐mediated procedures can be used for remote fluorination, chlorination, and azidation, and were applied to the modification of bioactive and structurally complex molecules.