Bio-inspired Domino Reduction of Nitroarenes by Acrolein-Amine Conjugates in One-pot Operation

被引：1

作者：

Takamatsu, Masayuki ^{[1
,2
]}

Fukase, Koichi ^{[2
]}

Tanaka, Katsunori ^{[1
,3
,4
]}

机构：

[1] RIKEN, Biofunct Synthet Chem Lab, 2-1 Hirosawa, Wako, Saitama 3510198, Japan

[2] Osaka Univ, Grad Sch Sci, Dept Chem, 1-1 Machikaneyama, Toyonaka, Osaka 5600043, Japan

[3] Kazan Fed Univ, A Butlerov Inst Chem, Biofunct Chem Lab, 18 Kremlyovskaya St, Kazan 420008, Russia

[4] Japan Sci & Technol Agcy PRESTO, 2-1 Hirosawa, Wako, Saitama 3510198, Japan

来源：

CHEMISTRY LETTERS | 2017年 / 46卷 / 06期

关键词：

Bio-inspired domino reduction; Nitroarene; FDP; TRANSFER HYDROGENATION; UNSATURATED IMINES; OXIDATIVE STRESS; IDENTIFICATION; POLYAMINE; PRODUCTS; PROTEIN;

D O I：

10.1246/cl.170175

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Biologically relevant amines react with acrolein to provide 3-formyl-3,4-dehydropiperidine (FDP) as the oxidative stress product, which has reduction potential via hydrogen transfer. This biogenic process was applied to the domino reduction of electron-deficient nitroarenes in one-pot operation, by simply mixing primary amine, acrolein, nitroarene, and calcium chloride. The reaction can be performed in a gram-scale without the use of hazardous metals.

引用

页码：811 / 813

页数：3

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