Carbonylation Chemistry Applied to the Synthesis of Benzimidazo[2,1‐b]quinazolin‐12‐ones

Vangrunderbeeck, Sarah;Balcaen, Tim;Veryser, Cedrick;Steurs, Gert;De Borggraeve, Wim M.
(2022) European Journal of Organic Chemistry — Vol. 2022, n° 2, p. 6 (2022)

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Authors
  • Vangrunderbeeck, Sarahorcid-logoKU Leuven & UCLouvain
    Author
  • Balcaen, Timorcid-logoUCLouvain
    Author
  • Veryser, Cedrickorcid-logo
    Author
  • Steurs, Gertorcid-logoKU Leuven
    Author
  • De Borggraeve, Wim M.orcid-logoKU Leuven
    Author
Abstract
A novel route towards the synthesis of benzimidazo[2,1- b]quinazolin-12-ones was developed. The key step in this strategy consists of an intramolecular carbonylative lactam formation, starting from N-(2-bromophenyl)-1H-benzimidazol-2-amines. These precursor molecules were synthesized via two different methods to introduce a variety of substituents on the aromatic ring systems. Interestingly, only near-stoichiometric amounts of carbon monoxide were required in the ring-closing aminocarbonylation reaction, rendering the developed strategy also suitable for late-stage 13Cisotopic labelling.
Affiliations
  • KU LeuvenMolecular Design & Synthesis

Citations

Vangrunderbeeck, S., Balcaen, T., Veryser, C., Steurs, G., & De Borggraeve, W. M. (2022). Carbonylation Chemistry Applied to the Synthesis of Benzimidazo[2,1‐b]quinazolin‐12‐ones. European Journal of Organic Chemistry, 2022(2), 6. https://doi.org/10.1002/ejoc.202101136 (Original work published 2022)