ArticleACS omega2019
Dual Role of Glyoxal in Metal-Free Dicarbonylation Reaction: Synthesis of Symmetrical and Unsymmetrical Dicarbonyl Imidazoheterocycles.
Article in ACS omega, 2019. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 3 papers.
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3 citing papers in PubMed.
- C-H Bond Functionalization of N-Heteroarenes Mediated by Selectfluor.Topics in current chemistry (Cham) · 2023Review
- Synthesis of a boron-containing amidoxime reagent and its application to synthesize functionalized oxadiazole and quinazolinone derivatives.Tetrahedron letters · 2022Article
- Pyridyldiimine macrocyclic ligands: Influences of template ion, linker length and imine substitution on ligand synthesis, structure and redox properties.Polyhedron · 2021Article
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4 authors.
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Abstract
A practical and efficient method has been developed for the dicarbonylation of imidazoheterocycles using glyoxals as dicarbonyl precursors under metal-free conditions in acetic acid. A series of symmetrical and unsymmetrical dicarbonyl imidazoheterocycles was synthesized in good yields. Aryl and alkyl glyoxals also demonstrated excellent reactivity under similar reaction conditions and delivered corresponding dicarbonyl imidazoheterocycles in high yields. It is believed that the glyoxal plays a dual role both as a dicarbonyl source and as an oxidant in this transformation. A probable mechanistic pathway has been proposed based on control experiments and electrospray ionization high-resolution mass spectrometry analysis.
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