Solvent‐Free Strategy for Direct Access to Versatile Quaternary Ammonium Salts with Complete Atom Economy

A solvent‐free method for the synthesis of quaternary ammonium salts (QAS) by iodoquaternization of alkenes with N‐heteroarenes was reported. Its advantages lie in energy‐saving and clean production by using iodine as the oxidant and manual grinding the starting materials, together with the complete...

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Bibliographic Details
Published in:ChemSusChem 2022-06, Vol.15 (12), p.e202200529-n/a
Main Authors: Fan, Weibin, Zhang, Yuan, Li, Yinghua, Zhang, Wei, Huang, Deguang
Format: Article
Language:English
Subjects:
Alkenes
atom economy
Clean energy
Fluorescence
Iodine
mechanochemistry
organic chemistry
Oxidizing agents
Protease inhibitors
pyridinium
Quaternary ammonium salts
solvent-free
Solvents
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Summary:A solvent‐free method for the synthesis of quaternary ammonium salts (QAS) by iodoquaternization of alkenes with N‐heteroarenes was reported. Its advantages lie in energy‐saving and clean production by using iodine as the oxidant and manual grinding the starting materials, together with the complete atom economy and low process mass intensity (PMI) value. Demonstrated by 50 examples, the generated QAS was proved to be able to produce valuable chemicals, such as biological protease inhibitors, anti‐cancer agents, and organic fluorescent materials. No atom wasted: A solvent‐free method for the synthesis of quaternary ammonium salts is explored. This method is characterized by clean production and complete atom economy. The products show application potentials in pharmaceutical chemistry and photo‐electrochemistry.
ISSN:1864-5631
1864-564X
DOI:10.1002/cssc.202200529