Abstract
AbstractIonic liquids have been found to provide a new platform for metal‐ and quinoline‐free decarboxylation of various N‐heteroaryl and aryl carboxylic acids under microwave irradiation in aqueous condition. The method was found to possess a wide substrate scope towards the synthesis of various pharmacologically and industrially important aromatic compounds including indoles, styrenes, stilbenes, and nitro‐ or hydroxyarene derivatives. The decarboxylation of indole and α‐phenylcinnamic acids proceeded well without addition of any catalyst in neat 1‐hexyl‐3‐methylimidazolium bromide ([hmim]Br) and 1‐methylimidazolium p‐toluenesulfonic acid ([Hmim]PTSA), respectively, while addition of a mild base like aqueous sodium hydrogen carbonate (NaHCO3) to [hmim]Br further improved the decarboxylation of hydroxylated cinnamic and aromatic acid substrates. The developed methodology not only precludes the usage of toxic metal/quinoline and harsh organic bases but also offers several inherent benefits like recyclability of reagent system, reduction in waste and hazards, short reaction time besides ease of product recovery.
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