自氧化驱动邻域C(sp3) -H脱饱和环化叔烷基胺合成吡啶[3,2- C]香豆素

IF 4.2 2区化学 Q2 CHEMISTRY, MULTIDISCIPLINARY

Chemical Communications Pub Date : 2025-09-25 DOI:10.1039/d5cc04794c

Fang Bai, Pengpeng Liu, Hongyan Xu, Mengjie Li, Binghui Liu, Miaomiao Xu, Qinghe Gao

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引用次数: 0

摘要

利用叔烷基胺和芳香醛的自氧化，前所未有的4-氨基香豆素的脱饱和环化已经实现，而无需额外的催化剂或试剂。这种邻近的C(sp3)−H环化是通过有氧C−H活化开始的，产生α-氨基烷基氢过氧化物和酰基自由基，随后涉及难以实现的线性胺的自由基加成和4-氨基香豆素的[3 + 3]环化，以提供广泛的高价值的吡啶[3,2- C]香豆素衍生物。

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Auto-oxidation-driven vicinal C(sp3)–H desaturative cyclization of tertiary alkylamines for the synthesis of pyrido[3,2-c]coumarins

Utilizing the auto-oxidation of tertiary alkylamines and aromatic aldehydes, an unprecedented desaturative cyclization with 4-aminocoumarins has been achieved without the need for additional catalysts or reagents. This vicinal C(sp3)−H cyclization is initiated through aerobic C−H activation, generating α-aminoalkyl hydroperoxides and acyl radicals, subsequently involving radical addition of elusive linear enamines and a [3 + 3] cyclization of 4-aminocoumarins to afford a wide range of highly valuable pyrido[3,2-c]coumarin derivatives.

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来源期刊

Chemical Communications 化学-化学综合

CiteScore

8.60

自引率

4.10%

发文量

2705

审稿时长

1.4 months

期刊介绍： ChemComm (Chemical Communications) is renowned as the fastest publisher of articles providing information on new avenues of research, drawn from all the world''s major areas of chemical research.