Journal
MOLECULES
Volume 17, Issue 12, Pages 13759-13768Publisher
MDPI
DOI: 10.3390/molecules171213759
Keywords
2-imidazoline; palladium; catalysis; multicomponent synthesis
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We describe the palladium-catalyzed multicomponent synthesis of 2-imidazolines. This reaction proceeds via the coupling of imines, acid chlorides and carbon monoxide to form imidazolinium carboxylates, followed by a decarboxylation. Decarboxylation in CHCl3 is found to result in a mixture of imidazolinium and imidazolium salts. However, the addition of benzoic acid suppresses aromatization, and generates the trans-disubstituted imidazolines in good yield. Combining this reaction with subsequent nitrogen deprotection provides an overall synthesis of imidazolines from multiple available building blocks.
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