Visible‐Light‐Induced Palladium‐Catalyzed Generation of Aryl Radicals from Aryl Triflates

Visible‐Light‐Induced Palladium‐Catalyzed Generation of Aryl Radicals from Aryl Triflates
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可见光——光诱导钯——催化从芳基三氟甲磺酸酯生成芳基自由基

DOI:
10.1002/ange.201915962
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发表时间:
2020
期刊:
影响因子:
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通讯作者:
Gevorgyan, Vladimir
Gevorgyan, Vladimir
中科院分区:
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文献类型:
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作者:
Ratushnyy, Maxim;Kvasovs, Nikita;Sarkar, Sumon;Gevorgyan, Vladimir

文献摘要

相似文献

报道了一种温和的可见光诱导的Pd催化的酰胺分子内C−H芳基化反应。该方法通过C(sp2)−O键的断裂来操作,导致杂芳基Pd-自由基中间体。随后的1,5-氢原子移位、分子内环化和rearomatization步骤导致有价值的羟吲哚和异吲哚啉-1-酮基序。值得注意的是,这种方法提供了与传统Pd催化条件不相容的具有容易烯醇化的官能团的产物。
A mild visible‐light‐induced Pd‐catalyzed intramolecular C−H arylation of amides is reported. The method operates by cleavage of a C(sp2)−O bond, leading to hybrid aryl Pd‐radical intermediates. The following 1,5‐hydrogen atom translocation, intramolecular cyclization, and rearomatization steps lead to valuable oxindole and isoindoline‐1‐one motifs. Notably, this method provides access to products with readily enolizable functional groups that are incompatible with traditional Pd‐catalyzed conditions.