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DOI: 10.1055/s-0032-1317354
Synthesis of Imidazole-Derived Ionic Liquids from Monoterpenes by Means of the Sonogashira Reaction
Publication History
Received: 10 August 2012
Accepted after revision: 14 September 2012
Publication Date:
17 October 2012 (online)
Abstract
This work reports the functionalization of monoterpenoids with 2-iodo-1-methyl-1H-imidazole using Sonogashira cross-coupling reactions. Natural monoterpenes were also modified to obtain the corresponding alkynes which were used in the cross-coupling step. After a sequence of cross-coupling–hydrogenation–N-alkylation–ion metathesis, novel ionic liquids were obtained in reasonable yields. The obtained products can be used as scaffolds for the further synthesis of new ionic liquids derived from terpenoids and for new, potentially bioactive materials, e.g. polycyclic monocationic scaffolds. All obtained products show the characteristics of a room temperature ionic liquid (RTIL).
Supporting Information
- for this article is available online at http://www.thieme-connect.com/ejournals/toc/synthesis.
- Supporting Information
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