LiBr-promoted photoredox neutral Minisci hydroxyalkylations of quinolines with aldehydes

LiBr-promoted photoredox neutral Minisci hydroxyalkylations of quinolines with aldehydes
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DOI:
10.1039/d0gc01872d
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发表时间:
2020-12-07
期刊:
影响因子:
9.8
通讯作者:
Huang, Huawen
Huang, Huawen
中科院分区:
化学1区
文献类型:
--
作者:
Ji, Xiaochen;Liu, Qiong;Huang, Huawen

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描述了在温和条件下由可持续可见光诱导的喹啉与醛的光氧化还原中性羟烷基化。研究发现无毒且廉价的溴化锂是原子经济 Minisci 方法成功的关键。与高氧化性光催化剂和可见光照射相结合,溴化物添加剂直接从醛中介导 H 提取/酰基自由基形成。目前的温和光氧化还原中性方案提供了一种重要的替代方案,特别是对于具有挑战性的 Minisci 加氢烷基化,以及具有更宽的 N 杂环光谱的原子经济 Minisci 反应的有前途的方法。
Photoredox-neutral hydroxyalkylations of quinolines with aldehydes, induced by sustainable visible light under mild conditions, are described. Non-toxic and inexpensive LiBr is found to be the key for the success of the atom-economical Minisci method. Combined with a highly oxidative photocatalyst and visible light irradiation, the bromide additive mediates the H abstraction/acyl radical formation directly from aldehydes. The present mild photoredox neutral protocol provides an important alternative, especially for the challenging Minisci hydroalkylations, as well as a promising approach for atom-economical Minisci reactions with broader N-heterocycle spectra.