Controlled Reduction of Nitriles by Sodium Hydride and Zinc Chloride

被引:12
|
作者
Ong, Derek Yiren [1 ]
Chiba, Shunsuke [1 ]
机构
[1] Nanyang Technol Univ, Div Chem & Biol Chem, Sch Phys & Math Sci, Singapore 637371, Singapore
来源
SYNTHESIS-STUTTGART | 2020年 / 52卷 / 09期
关键词
nitriles; aldehydes; sodium hydride; zinc chloride; reduction; AROMATIC NITRILES; CHEMOSELECTIVE REDUCTION; SELECTIVE REDUCTION; ALDEHYDES; CONVERSION; ALCOHOLS; LIGHT;
D O I
10.1055/s-0039-1690838
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new protocol for the controlled reduction of nitriles to aldehydes was developed using a combination of sodium hydride and zinc chloride. The iminyl zinc intermediates derived from aromatic nitriles could be further functionalized with allylmetal nucleophiles to afford homoallylamines. As the method allows the reduction of various aliphatic and aromatic nitriles with a concise procedure under milder reaction conditions and exhibits wide functional group compatibility, it is well suited for use in various opportunities in chemical synthesis.
引用
收藏
页码:1369 / 1378
页数:10
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