Olefin Oxyamination with Unfunctionalized N-Alkylanilines

被引：10

作者：

Gao, Shuang ^{[1
]}

Niggeman, Meike ^{[1
]}

机构：

[1] Rhein Westfal TH Aachen, Inst Organ Chem, Landoltweg 1, D-52074 Aachen, Germany

来源：

ADVANCED SYNTHESIS & CATALYSIS | 2019年 / 361卷 / 07期

关键词：

N-centered radicals; aminium radical cations; olefin oxyamination; oxidation of secondary amines; C-N bond formation; LIGHT PHOTOREDOX CATALYSIS; ALPHA-AMINOALKYL RADICALS; CENTERED RADICALS; RECENT PROGRESS; RATE CONSTANTS; GENERATION; FUNCTIONALIZATION; METHODOLOGY; HYDRAZONYL; CHEMISTRY;

D O I：

10.1002/adsc.201801407

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

N-Alkylanilines have rarely been used in oxyamination reactions, due to the normally necessary pre-functionalization of the N-atom. Also, the formation of aminium radical cations (ARCs) of anilines bearing alkyl substituents is plagued by the ARC's tendency to instantaneously convert to alpha-amino radicals or iminium ions. We present a readily available reagent combination that addresses both challenges, and thus allows for an oxyamination with N-alkylanilines via ARCs as the crucial reactive intermediates and excellent diastereoselectivity.

引用

页码：1549 / 1553

页数：5

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