Selective Cleavage of Inert Aryl C–N Bonds in N-Aryl Amides,The Journal of Organic Chemistry

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Selective Cleavage of Inert Aryl C–N Bonds in N-Aryl Amides
The Journal of Organic Chemistry ( IF 3.3 ) Pub Date : 2018-01-17 00:00:00 , DOI: 10.1021/acs.joc.7b02880
Zhiguo Zhang _{1,

2} , Dan Zheng ₁ , Yameng Wan ₁ , Guisheng Zhang ₁ , Jingjing Bi ₁ , Qingfeng Liu ₁ , Tongxin Liu ₁ , Lei Shi ₁

Affiliation

A highly selective, IBX-promoted reaction has been developed for the oxidative cleavage of inert C(aryl)–N bonds on secondary amides while leaving the C(carbonyl)–N bond unchanged. This metal-free reaction proceeds under mild conditions (HFIP/H₂O, 25 °C), providing facile access to various useful primary amides, some of which would be otherwise unattainable using conventional aminolysis and hydrolysis approaches.

中文翻译：

惰性芳基C-N键的选择性裂解在Ñ -芳基酰胺

已经开发出一种高度选择性的IBX促进的反应，用于氧化裂解仲酰胺上的惰性C（芳基）-N键，同时保持C（羰基）-N键不变。这种无金属的反应在温和的条件下（HFIP / H ₂ O，25°C）进行，可以轻松获得各种有用的伯酰胺，而使用常规的氨解和水解方法则无法实现其中的某些。

更新日期：2018-01-17

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