Sulfuric acid-modified PEG-6000 (PEG-OSO3H): an efficient Bronsted acid-surfactant combined catalyst for the one-pot three component synthesis of α-aminonitriles in water

被引:47
|
作者
Shekouhy, Mohsen [1 ]
机构
[1] Islamic Azad Univ, Dept Appl Chem, Fac Sci, Shiraz Branch, Shiraz, Iran
关键词
SOLVENT-FREE CONDITIONS; CYANOHYDRIN TRIMETHYLSILYL ETHERS; PHTHALIMIDE-N-OXYL; CARBONYL-COMPOUNDS; STRECKER REACTION; HIGHLY EFFICIENT; 3-COMPONENT CONDENSATION; POTASSIUM PHTHALIMIDE; POLYMERIC CATALYST; ORGANIC-REACTIONS;
D O I
10.1039/c2cy00493c
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
Sulfuric acid-modified polyethylene glycol 6000 (PEG-OSO3H) is used as an efficient Bronsted acid-surfactant combined and eco-friendly polymeric catalyst for one-pot three component Strecker type synthesis of alpha-aminonitriles in water as a solvent at room temperature. A broad range of substrates including the aromatic and heteroaromatic aldehydes, cyclic ketones (cyclopentanone, cyclohexanone and cycloheptanone), aryl-alkyl ketones, diaryl ketones and tetralones, isatin derivatives and acenaphthenequinone were condensed with amines (aliphatic and aromatic) and trimethylsilyl cyanide (TMSCN); all reactions are complete in short times, and the products are obtained in good to excellent yields. The catalyst could be recycled and reused several times without any loss of efficiency.
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页码:1010 / 1020
页数:11
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