Iodide Anion Enables a Reductive Cross-Electrophile Coupling for Preparing Tertiary Amines

被引：1

作者：

Lemmerer, Miran ^{[1
]}

Tona, Veronica ^{[1
]}

Just, David ^{[1
]}

Vavrik, Milos ^{[1
]}

Maryasin, Boris ^{[1
,2
]}

Di Mauro, Giovanni ^{[1
]}

zur Bonsen, Andreas B. ^{[1
]}

Kaiser, Daniel ^{[1
]}

Maulide, Nuno ^{[1
]}

机构：

[1] Univ Vienna, Inst Organ Chem, Wahringer Str 38, A-1090 Vienna, Austria

[2] Univ Vienna, Inst Theoret Chem, Wahringer Str 17, A-1090 Vienna, Austria

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2024年

基金：

奥地利科学基金会; 欧洲研究理事会;

关键词：

iminium ion; cross coupling; radicals; iodide; reaction mechanisms; BASIS-SETS; GENERATION; REACTIVITY; CHEMISTRY; EFFICIENT; REAGENTS; ACIDS;

D O I：

10.1002/anie.202409688

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The reducing power of iodide anion is an underexplored property that can be used for the cross-electrophile coupling of organic molecules. Herein we harness this trait for the preparation of tertiary amines through the combination of two simple reagents: an electrophilic-carbon precursor and an iminium iodide in a dual role - both as nitrogen-containing building block and as reducing agent. The underlying mechanism of this new C-C bond-formation paradigm is explored through a combination of experiment and quantum chemical calculations.

引用

页数：8

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