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Glutaconaldehyde as an Alternative Reagent to the Zincke Salt for the Transformation of Primary Amines into Pyridinium Salts.
The Journal of Organic Chemistry ( IF 3.3 ) Pub Date : 2019-12-13 , DOI: 10.1021/acs.joc.9b02538 Ghada Asskar 1 , Michael Rivard 1 , Thierry Martens 1
The Journal of Organic Chemistry ( IF 3.3 ) Pub Date : 2019-12-13 , DOI: 10.1021/acs.joc.9b02538 Ghada Asskar 1 , Michael Rivard 1 , Thierry Martens 1
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In the presence of amines, the degradation of glutaconaldehyde in acidic medium can be prevented. By exploitation of this behavior, primary amines are transformed into their corresponding pyridinium salts, including those substrates that remain unreactive toward the Zincke salt, which is the reagent typically used to perform this transformation. The use of glutaconaldehyde also allows control of the nature of the counterion of the pyridinium with no need for additional salt metathesis reaction.
中文翻译：
戊二醛作为锌盐的替代试剂，用于将伯胺转化为吡啶鎓盐。
在胺的存在下，可以防止戊二醛在酸性介质中的降解。通过利用这种行为，伯胺被转化为其相应的吡啶鎓盐，包括对锌锌盐保持不反应性的那些底物，锌锌盐通常是用于进行该转化的试剂。戊二醛的使用还允许控制吡啶鎓的抗衡离子的性质，而无需额外的盐复分解反应。
更新日期：2019-12-17
中文翻译：
戊二醛作为锌盐的替代试剂，用于将伯胺转化为吡啶鎓盐。
在胺的存在下，可以防止戊二醛在酸性介质中的降解。通过利用这种行为，伯胺被转化为其相应的吡啶鎓盐，包括对锌锌盐保持不反应性的那些底物，锌锌盐通常是用于进行该转化的试剂。戊二醛的使用还允许控制吡啶鎓的抗衡离子的性质，而无需额外的盐复分解反应。
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