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
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
收藏
页码:811 / 813
页数:3
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