Chinese Journal of Organic Chemistry >
Research Progress in the Synthesis of α-Tertiary Amines via Radical Strategies
Received date: 2024-06-27
Revised date: 2024-07-10
Online published: 2024-07-25
Supported by
National Natural Science Foundation of China(22025103); National Natural Science Foundation of China(92256301); National Natural Science Foundation of China(22331006); Natural Science Foundation of Guangdong Province(2024A1515010325); Shenzhen Science and Technology Program(JCYJ202205300115409020)
α-Tertiary amines are a class of amine compounds with a tertiary carbon center at the α-position of the nitrogen atom. The presence of the tertiary carbon center significantly alters the lipid solubility and metabolic stability of α-tertiary amines in biological systems, making them valuable in pharmaceutical development. Traditional methods for the synthesis of α-tertiary amines include nucleophilic addition of ketimines, electrophilic amination of carbonyl compounds, allylic amination of tertiary allyl electrophiles, and rearrangement reactions. Due to the high reactivity, mild reaction conditions, and good functional group tolerance of the radical, radical reactions exhibit unique advantages in the synthesis of α-tertiary amines. Given the importance of α-tertiary amines and the advantages of radical reactions, various methods have been developed, including radical amination/hydroamination of alkenes, radical C—N cross-coupling, radical addition of imines, and C—H bond activation of alkanes. The radical-mediated intermolecular synthesis of α-tertiary amines over the past decade is summarized and the characteristics of each method is discussed in detail.
Key words： α-tertiary amine; radical; imine
Jiaheng Fang , Runyan Tian , Jijun Chen , Xinyuan Liu . Research Progress in the Synthesis of α-Tertiary Amines via Radical Strategies[J]. Chinese Journal of Organic Chemistry, 2025 , 45(1) : 22 -41 . DOI: 10.6023/cjoc202406040
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