Photoredox-catalyzed synthesis of α-alkylated unnatural amino acid derivatives with glyoxylimines and 4-alkyl-1,4-dihydropyridines

Yongling Wang,Tiexin Zhang,Xinyu Hao,Kun Jin,Rong Zhang, Xuming Zhang,Hanyang Sun, Jinyao Leng,Chunying Duan,Yaming Li

Tetrahedron(2023)

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摘要
A visible-light-mediated radical alkylation of glyoxylimines with 4-alkyl-1,4-dihydropyridines as radical precursors has been developed. Iridium complex was selected as photocatalyst and also, Brønsted acid especially PhCOOH evidently improved the reactivity. A variety of α-alkylated unnatural amino acid derivatives could be produced in good yields. In addition, the straightforward and efficient one-pot procotol, involved a multicomponent reaction of ethyl glyoxalate, primary amines and 4-alkyl-1,4-dihydropyridines occurred smoothly to enable facile access to unnatural amino acid derivatives.
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关键词
Photoredox alkylation,Unnatural amino acid derivatives,Glyoxylimines,4-Alkyl-1,4-dihydropyridines,One-pot
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