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A Highly Efficient NHC-Catalyzed Aerobic Oxidation of Aldehydes to Carboxylic Acids
Synthesis ( IF 2.6 ) Pub Date : 2018-07-16 , DOI: 10.1055/s-0037-1610069
Bhoopendra Tiwari 1 , Anil Khatana 1, 2 , Vikram Singh 1 , Manoj Gupta 2
Affiliation  

These authors contributed equally to this work.

Dedicated to Dr. Srivari Chandrasekhar, IICT, Hyderabad, India on his 54th birthday

Published as part of the Special Topic Heterocycles as Catalysts, Ligands, and Targets

Abstract

An N-heterocyclic carbene (NHC) organocatalytic aerobic oxidation of aldehydes to the corresponding carboxylic acids is explored. Remarkably, this method allows for efficient conversion of different classes of aldehydes including highly challenging electron-rich aryl aldehydes, ortho-substituted aryl aldehydes, various heteroaromatic aldehydes and α,β-unsaturated aldehydes under mild reaction conditions. These substrates, under previously reported NHC-catalyzed methods, are typically unreactive or give poor yields, require high reaction temperatures and reaction times of several days.

An N-heterocyclic carbene (NHC) organocatalytic aerobic oxidation of aldehydes to the corresponding carboxylic acids is explored. Remarkably, this method allows for efficient conversion of different classes of aldehydes including highly challenging electron-rich aryl aldehydes, ortho-substituted aryl aldehydes, various heteroaromatic aldehydes and α,β-unsaturated aldehydes under mild reaction conditions. These substrates, under previously reported NHC-catalyzed methods, are typically unreactive or give poor yields, require high reaction temperatures and reaction times of several days.



中文翻译:

高效NHC催化的醛的好氧氧化成羧酸

这些作者对这项工作做出了同等的贡献。

专用于Srivari钱德拉塞卡博士,IICT,海得拉巴,印度在他54生日

作为特殊主题杂环的一部分作为催化剂,配体和靶标发布

抽象的

研究了醛的N-杂环卡宾(NHC)有机催化好氧氧化为相应的羧酸。显着地,该方法允许在温和的反应条件下有效转化包括高挑战性的富电子芳基醛,邻位取代的芳基醛,各种杂芳族醛和α,β-不饱和醛在内的不同种类的醛。在先前报道的NHC催化的方法下,这些底物通常是不反应的或收率很低,需要高的反应温度和几天的反应时间。

研究了醛的N-杂环卡宾(NHC)有机催化好氧氧化为相应的羧酸。显着地,该方法允许在温和的反应条件下有效转化包括高挑战性的富电子芳基醛,邻位取代的芳基醛,各种杂芳族醛和α,β-不饱和醛在内的不同种类的醛。在先前报道的NHC催化的方法下,这些底物通常是不反应的或收率很低,需要高的反应温度和几天的反应时间。

更新日期:2018-07-16
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