Reductive Umpolung of Carbonyl Derivatives with Visible-Light Photoredox Catalysis: Direct Access to Vicinal Diamines and Amino Alcohols via α-Amino Radicals and Ketyl Radicals

被引：176

作者：

Fava, Eleonora ^{[1
]}

Millet, Anthony ^{[1
]}

Nakajima, Masaki ^{[1
]}

Loescher, Sebastian ^{[1
]}

Rueping, Magnus ^{[1
,2
]}

机构：

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

[2] King Abdullah Univ Sci & Technol, KAUST Catalysis Ctr KCC, Thuwal 239556900, Saudi Arabia

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2016年 / 55卷 / 23期

基金：

欧洲研究理事会;

关键词：

amino alcohols; diamines; photocatalysis; redox chemistry; umpolung; C-H BONDS; ALPHA; BETA-UNSATURATED KETONES; ORGANIC-SYNTHESIS; BETA-ACTIVATION; SYNTHETIC APPLICATIONS; MICHAEL ACCEPTORS; MANNICH REACTION; PHOTOCATALYSIS; CYCLIZATION; FUNCTIONALIZATION;

D O I：

10.1002/anie.201511235

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Visible-light-mediated photoredox-catalyzed aldimine-aniline and aldehyde-aniline couplings have been realized. The reductive single electron transfer (SET) umpolung of various carbonyl derivatives enabled the generation of intermediary ketyl and a-amino radical anions, which were utilized for the synthesis of unsymmetrically substituted 1,2-diamines and amino alcohols.

引用

页码：6776 / 6779

页数：4

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