Aryl Ketone Mediated Light-Driven Naphthylation of C(sp3)-H Bonds Attached to either Oxygen or Nitrogen Substituents
Aryl Ketone Mediated Light-Driven Naphthylation of C(sp3)-H Bonds Attached to either Oxygen or Nitrogen Substituents
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DOI：
10.1055/a-1874-4935
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发表时间：
2022-08-02
影响因子：
2.6
通讯作者：
Kamijo，Shin
中科院分区：
文献类型：
--
作者：
Azami，Masaya;Murafuji，Toshihiro;Kamijo，Shin
在4-苯甲酰基吡啶存在下，以磺酰基萘为前驱体，在室温下实现了氧或氮取代基上C(SP3)-H键的光驱动萘化反应。目前的转化是通过光激发的4-苯甲酰基吡啶化学选择性地裂解杂原子取代的C(SP3)-H键生成碳自由基物种，然后将衍生的碳自由基加到缺电子的磺酰基萘上，然后通过释放亚磺基自由基进行芳构化。
A light-driven naphthylation was achieved at C(sp3)–H bonds attached to either oxygen or nitrogen substituents using sulfonylnaphthalenes as a naphthalene precursor in the presence of 4-benzoylpyridine at ambient temperature. The present transformation is proposed to proceed through the generation of a carbon radical species via chemoselective cleavage of the heteroatom-substituted C(sp3)–H bond by photoexcited 4-benzoylpyridine, the addition of the derived carbon radical to the electron-deficient sulfonylnaphthalene, and then rearomatization by releasing sulfinyl radical.