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Generation of Carbamoyl Radicals and 3,4-Dihydroquinolin-2(1H)-ones Enabled by Iron Photoredox Catalysis
Synlett ( IF 1.7 ) Pub Date : 2024-05-16 , DOI: 10.1055/s-0043-1763753
Tao Cai 1 , Gaofeng Feng 2 , Yanhua Fu 2 , Chao Zhang 2
Affiliation  

A new protocol for accessing 3,4-dihydroquinolin-2(1H)-ones was established through a sequence of iron-catalyzed photoredox generation of carbamoyl radicals from oxamic acids, addition of the carbamoyl radicals to electron-deficient alkenes, intramolecular cyclization, and aromatization. The process is compatible with a variety of N-phenyloxamic acids and monosubstituted, 1,1-disubstituted, and trisubstituted electron-deficient alkenes. Employing cheap, readily available, and environmentally benign iron as the catalyst, the protocol provides an excellent alternative for synthesis of 3,4-dihydroquinolin-2(1H)-ones.



中文翻译:

通过铁光氧化还原催化生成氨基甲酰基和 3,4-二氢喹啉-2(1H)-酮

通过一系列铁催化光氧化还原从草酰胺酸生成氨基甲酰自由基、将氨基甲酰自由基添加到缺电子烯烃、分子内环化和芳构化。该工艺与多种N-苯基肟酸和单取代、1,1-二取代和三取代的缺电子烯烃相容。该方案采用廉价、易得且环境友好的铁作为催化剂,为 3,4-二氢喹啉-2(1 H )-酮的合成提供了一种极好的替代方案。

更新日期:2024-05-17
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