Direct Synthesis of Nitriles from Aldehydes Using an O-Benzoyl Hydroxylamine (BHA) as the Nitrogen Source

Direct Synthesis of Nitriles from Aldehydes Using an O-Benzoyl Hydroxylamine (BHA) as the Nitrogen Source
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使用邻苯甲酰羟胺 (BHA) 作为氮源从醛直接合成腈

DOI:
10.1021/acs.orglett.5b02547
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发表时间:
2015-10-16
期刊:
影响因子:
5.2
通讯作者:
Yu, Shouyun
Yu, Shouyun
中科院分区:
化学1区
文献类型:
--
作者:
An, Xiao-De;Yu, Shouyun

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从市售的或容易制备的醛直接合成腈已经实现。以O-(4-CF 3-苯甲酰基)-羟胺(CF 3-BHA)为氮源,与醛原位反应生成O-酰基肟,醛在布朗斯台德酸的作用下转化为腈。以高产率(高达94%产率)制备了几种含有不同官能团的脂肪族、芳香族和α,β-不饱和腈。该方法具有反应条件温和、产率高、官能团耐受性好等优点。
The direct synthesis of nitriles from commercially available or easily prepared aldehydes has been achieved. O-(4-CF3-benzoyl)-hydroxylamine (CF3-BHA) was utilized as the nitrogen source to generate O-acyl oximes in situ with aldehydes, which can be converted to a nitrile with the assistance of a Bronsted acid. Several aliphatic, aromatic, and alpha,beta-unsaturated nitriles that contain different functional groups were prepared in high yields (up to 94% yield). This method has notable advantages, such as simple and mild conditions, high yields, and good functional group tolerance.