Ionic liquid supported multistep divergent synthesis of benzimidazole linked pyrrolo-/pyrido-/isoindolo-benzimidazolones |
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Authors: | Suman ThummanagotiGorakh S Yellol Chung-Ming Sun |
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Institution: | Department of Applied Chemistry, National Chiao Tung University, Hsinchu 300-10, Taiwan, ROC |
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Abstract: | Diversity oriented parallel synthesis for bis-heterocyclic skeletal novel benzimidazole linked pyrrolo-/pyrido-benzimidazolones and benzimidazole linked isoindolo-benzimidazolones has been developed on ionic liquid support under microwave irradiation by utilizing the cascade cyclization. The key tandem transformation comprises (i) amino-alkylation of immobilized o-phenylenediamine with ketoacids, (ii) intramolecular cyclization through secondary amine on electrophilic imine carbon toward pentacyclic aza-ring and (iii) second amido-cyclization to deliver cycloamide ring. The synergy arises by combined use of microwave heating with ionic liquid support which is very effectively used to speed up multistep synthesis of biological interesting heterocycles. |
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Keywords: | Ionic liquid support Microwave synthesis Cascade reaction Bis-heterocycles Benzimidazoles |
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