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通过光氧化还原/三苯基膦双催化实现2-异氰基联芳基的氧化还原中性环化反应。

Redox-Neutral Cyclization of 2-Isocyanobiaryls through Photoredox/PPh Dual Catalysis.

作者信息

Wu Xiaoting, Chen Pu, Gan Mengran, Ji Xiaochen, Deng Guo-Jun, Huang Huawen

机构信息

Key Laboratory for Green Organic Synthesis and Application of Hunan Province, Key Laboratory of Environmentally Friendly Chemistry and Application of Ministry of Education, College of Chemistry, Xiangtan University, Xiangtan, Hunan 411105, China.

School of Chemistry and Chemical Engineering, Henan Normal University, Xinxiang, Henan 453007, China.

出版信息

Org Lett. 2023 Dec 29;25(51):9186-9190. doi: 10.1021/acs.orglett.3c03744. Epub 2023 Dec 15.

Abstract

The photoredox/PPh-mediated cyclization of 2-isocyanobiaryls has been developed. A substantial range of functional-group-rich phenanthridine derivatives were synthesized at room temperature in a highly selective and atom-economic manner. Mechanistic studies suggested that the cyclization process is probably mediated both by PhP radical cation with key 1,2-hydride transfer and hydrogen atom generated through O-H bond homolytic cleavage of PhP-OH radical intermediate.

摘要

已开发出光氧化还原/三苯基膦(PPh)介导的2-异氰基联芳基环化反应。在室温下以高度选择性和原子经济性的方式合成了一系列富含官能团的菲啶衍生物。机理研究表明,环化过程可能由具有关键1,2-氢转移的三苯基膦自由基阳离子和通过三苯基膦羟基自由基中间体的O-H键均裂产生的氢原子共同介导。

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