Photoinduced α-Aminoalkylation of Sulfonylarenes with Alkylamines

被引：3

作者：

Yonekura, Kyohei ^{[1
]}

Aoki, Kohei ^{[1
]}

Nishida, Tomoya ^{[1
]}

Ikeda, Yuko ^{[1
]}

Oyama, Ryoko ^{[2
]}

Hatano, Sayaka ^{[2
]}

Abe, Manabu ^{[2
]}

Shirakawa, Eiji ^{[1
]}

机构：

[1] Kwansei Gakuin Univ, Sch Biol & Environm Sci, Dept Appl Chem Environm, 1 Gakuen Uegahara, Sanda, Hyogo 6691330, Japan

[2] Hiroshima Univ, Grad Sch Adv Sci & Engn, Dept Chem, Higashihiroshima, Hiroshima 7398526, Japan

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2023年 / 29卷 / 68期

关键词：

Aromatic substitution; Photoirradiation; Radical reactions; Reaction mechanism; Synthetic methods; H ARYLATION; AMINES; FUNCTIONALIZATION; CATALYSIS; RADICALS;

D O I：

10.1002/chem.202302658

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

alpha-Aminoalkylation of sulfonylarenes with alkylamines was found to be induced by photoirradiation. Here various types of alkylamines, such as trialkylamines, dialkylamines, N,N-dialkylanilines and N-alkylanilines as well as sulfonylarenes containing an azole, azine, heterole or benzene ring are available. The reaction proceeds through a homolytic aromatic substitution (HAS) process consisting of addition of an alpha-aminoalkyl radical to a sulfonylarene and elimination of the sulfonyl radical to give the alpha-arylalkylamine, where photoirradiation is considered to induce homolysis of sulfonylarenes leading to the generation of alpha-aminoalkyl radicals that make a radical chain operative.

引用

页数：8

共 35 条

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