Autocatalytic Green Synthesis of Imines in Traceless Medium

Abstract For the first time, condensations of amines with carbonyl compounds have been performed in supercritical carbon dioxide (sc‐CO 2 ). The reactions with aldehydes or active ketones proceed at moderate temperatures (35–55 °C) without use of external catalysts. The process is autocatalytic: it...

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Bibliographic Details
Published in:European Journal of Organic Chemistry
Main Authors: Ivanov, Roman, Ivanova, Elizaveta, Merkulov, Vladislav, Zharkov, Mikhail, Kuchurov, Ilya, Zlotin, Sergei
Format: Article in Journal/Newspaper
Language:English
Published: Wiley 2023
Subjects:
Carbonic acid
Online Access:http://dx.doi.org/10.1002/ejoc.202300366
Description
Summary:Abstract For the first time, condensations of amines with carbonyl compounds have been performed in supercritical carbon dioxide (sc‐CO 2 ). The reactions with aldehydes or active ketones proceed at moderate temperatures (35–55 °C) without use of external catalysts. The process is autocatalytic: it is accelerated by the carbonic acid generated in situ by interaction between the released water and the CO 2 medium. The imine products were obtained in high yields in a crystalline form and did not require further purification. The one‐pot transfer hydrogenation and [4+2] cycloaddition reactions performed in the CO 2 medium have uncovered attractive prospects for facile green synthesis of more complex and valuable compounds from the generated in situ imine products.

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