Intramolecular trapping of spiro radicals to produce unusual cyclization products from usual migration substrates

Zhang, Jingming; Liu, Chengkou; Qiao, Yaqi; Wei, Minghui; Guan, Wenjing; Mao, Ziren; Qin, Huiying; Fang, Zheng; Guo, Kai

doi:10.1039/d2sc05768a

Chem. Sci.

2023

DOI: 10.1039/d2sc05768a

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Intramolecular trapping of spiro radicals to produce unusual cyclization products from usual migration substrates

Jingming Zhang

Chengkou Liu

Yaqi Qiao

et al.

Abstract: A conceptually new methodology to give unusual cyclization products from the usual migration substrates was disclosed. The highly complex and structurally important and valuable spirocyclic compounds were produced through radical...

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2024

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Cited by 2 publications

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Synthesis of Diverse 4‐Pyrrolin‐2‐ones by Electrochemically Induced Dehydrogenative Regioselective Cyclization of 3‐Aza‐1,5‐dienes and 1,3‐Dicarbonyl Compounds

Ji,

He,

Shi

et al. 2024

Eur J Org Chem

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A practical and mild electrochemical dehydrogenative regioselective cyclization method has been established for the synthesis of 4‐pyrrolin‐2‐ones using 3‐aza‐1,5‐dienes and 1,3‐dicarbonyl compounds as substrates. This protocol is catalyst‐free, metal‐free, and does not require oxidizing agents. It exhibits wide substrate compatibility and can be easily scaled up to the gram scale.

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Synthesis of Diverse 4‐Pyrrolin‐2‐ones by Electrochemically Induced Dehydrogenative Regioselective Cyclization of 3‐Aza‐1,5‐dienes and 1,3‐Dicarbonyl Compounds

Ji,

He,

Shi

et al. 2024

Eur J Org Chem

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Photoredox streamlines electrocatalysis: photoelectrosynthesis of polycyclic pyrimidin-4-ones through carbocyclization of unactivated alkenes with malonates

Tao,

Feng,

Gong

et al. 2024

Green Chem.

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Intramolecular trapping of spiro radicals to produce unusual cyclization products from usual migration substrates

Abstract: A conceptually new methodology to give unusual cyclization products from the usual migration substrates was disclosed. The highly complex and structurally important and valuable spirocyclic compounds were produced through radical...

Cited by 2 publications

References 64 publications

Synthesis of Diverse 4‐Pyrrolin‐2‐ones by Electrochemically Induced Dehydrogenative Regioselective Cyclization of 3‐Aza‐1,5‐dienes and 1,3‐Dicarbonyl Compounds

Synthesis of Diverse 4‐Pyrrolin‐2‐ones by Electrochemically Induced Dehydrogenative Regioselective Cyclization of 3‐Aza‐1,5‐dienes and 1,3‐Dicarbonyl Compounds

Photoredox streamlines electrocatalysis: photoelectrosynthesis of polycyclic pyrimidin-4-ones through carbocyclization of unactivated alkenes with malonates

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