Journal
JOURNAL OF HETEROCYCLIC CHEMISTRY
Volume 52, Issue 3, Pages 773-779Publisher
WILEY
DOI: 10.1002/jhet.2189
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Funding
- Birla Institute of Technology and Science (BITS), Pilani
- Department of Science and Technology under FIST Program
- BITS Pilani
- University Grants Commission (UGC) New Delhi
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An efficient methodology has been developed for the synthesis of quinoxalin-2(1H)-one derivatives of 2-phenylimidazo[1,2-a]pyridines by microwave-irradiated Hinsberg heterocyclization between 2-phenylimidazo[1,2-a]pyridine-3-glyoxalates and o-phenylenediamine using either montmorillonite K-10 or Yb(OTf)(3) as catalysts. Montmorillonite K-10 was proven to be an efficient catalyst for the heterocyclization reaction between sterically hindered glyoxalate and o-phenylenediamine only under microwave conditions. The use of Yb(OTf)(3)/tetrahydrofuran was also found to be an effective catalyst for the above chemical transformation among a series of Lewis acids screened under microwave conditions; however, comparatively lesser yields were obtained as compared with the use of montmorillonite K-10.
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