A Desaturative Approach for Aromatic Aldehyde Synthesis via Synergistic Enamine, Photoredox and Cobalt Triple Catalysis
A Desaturative Approach for Aromatic Aldehyde Synthesis via Synergistic Enamine, Photoredox and Cobalt Triple Catalysis
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烯胺、光氧化还原和钴三重协同催化去饱和合成芳香醛的方法
DOI：
10.1002/ange.202201870
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发表时间：
2022
影响因子：
--
通讯作者：
Zhao H
中科院分区：
文献类型：
--
作者：
Zhao H
芳香醛是一种基本中间体，广泛用于合成各种化学工业中的重要材料。获得高取代度的衍生物往往很困难，因为它们的官能化通常是通过亲电的芳香族取代SEAR进行的。在这里，我们提供了一种替代的和机械上不同的方法，通过脱饱和过程从饱和的前体组装芳香醛。这一新策略利用Diels-Alder环加成反应的高保真度，通过烯胺、光氧化还原和钴三重催化的协同作用，快速构建多取代环己烯甲醛核心，并进行去饱和处理。
Aromatic aldehydes are fundamental intermediates that are widely utilised for the synthesis of important materials across the broad spectrum of chemical industries. Accessing highly substituted derivatives can often be difficult as their functionalizations are generally performed via electrophilic aromatic substitution, SEAr. Here we provide an alternative and mechanistically distinct approach whereby aromatic aldehydes are assembled from saturated precursors via a desaturative process. This novel strategy harnesses the high‐fidelity of Diels–Alder cycloadditions to quickly construct multi‐substituted cyclohexenecarbaldehyde cores which undergo desaturation via the synergistic interplay of enamine, photoredox and cobalt triple catalysis.