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Microwave assisted straightforward synthetic method for benzimidazole linked quinoxalinones on soluble polymer support
- Source :
-
Tetrahedron . Mar2011, Vol. 67 Issue 11, p2110-2117. 8p. - Publication Year :
- 2011
-
Abstract
- Abstract: The simple and efficient method was developed for the synthesis of benzimidazole linked quinoxalinones on soluble polymer support using microwave conditions. The acid catalyzed condensation of 4-fluoro-3-nitrobenzoic acid with polymer immobilized o-phenylenediamine, ipso-fluoro nucleophilic substitution with various primary amines and cyclization with acetyl chloride are the key steps involved in implemented linear synthesis. In key cyclization step, the regioselective N-acylation at secondary amine with chloroacetyl chloride followed by spontaneous intramolecular ring closure through ortho-amine functionality generate the quinoxaline skeleton under microwave irradiation. The removal of polymer support and exposure of quinoxalines for auto-oxidation finally produce the benzimidazole linked quinoxalinone derivatives with high purity and yields. [Copyright &y& Elsevier]
Details
- Language :
- English
- ISSN :
- 00404020
- Volume :
- 67
- Issue :
- 11
- Database :
- Academic Search Index
- Journal :
- Tetrahedron
- Publication Type :
- Academic Journal
- Accession number :
- 58589953
- Full Text :
- https://doi.org/10.1016/j.tet.2011.01.040