Catalytic Conjugate Additions of Carbonyl Anions under Neutral Aqueous Conditions was written by Myers, Michael C.;Bharadwaj, Ashwin R.;Milgram, Benjamin C.;Scheidt, Karl A.. And the article was included in Journal of the American Chemical Society in 2005.Electric Literature of C6H8N2O This article mentions the following:
The conjugate addition of carbonyl anions catalyzed by thiazolium salts that is fully operative under neutral aqueous conditions has been accomplished. The combination of α-keto carboxylates and thiazolium-derived zwitterions produces reactive carbonyl anions in a buffered protic environment that readily undergo conjugate additions to substituted α,β-unsaturated 2-acyl imidazoles. The scope of the reaction has been examined and found to accommodate various α-keto carboxylates and β-aryl substituted unsaturated 2-acyl imidazoles. The optimal precatalyst for this process is the com. available thiazolium salt, 3-benzyl-5-(2-hydroxyethyl)-4-methylthiazolium chloride, a simple analog of thiamin diphosphate. In this process, no benzoin products from carbonyl anion dimerization are observed The corresponding 1,4-dicarbonyl compounds can be efficiently converted into esters and amides by way of activation of the N-methylimidazole ring via alkylation. In the experiment, the researchers used many compounds, for example, 1-(1-Methyl-1H-imidazol-2-yl)ethanone (cas: 85692-37-1Electric Literature of C6H8N2O).
1-(1-Methyl-1H-imidazol-2-yl)ethanone (cas: 85692-37-1) belongs to imidazole derivatives. Many natural products, especially alkaloids, contain the imidazole ring. These imidazoles share the 1,3-C3N2 ring but feature varied substituents. Imidazole also acts as a microtubule destabilizing agents and inhibits topoisomerase and Cytochrome P450 Family 26 Subfamily A Member 1 (CYP26A1) enzymes.Electric Literature of C6H8N2O
Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem