《Rapid Two-Step Synthesis of Benzimidazo[1′,2′:1,5]pyrrolo[2,3-c]isoquinolines by a Three-Component Coupling Reaction》 was written by Narhe, Bharat D.; Tsai, Min-Huan; Sun, Chung-Ming. Product Details of 329-59-9This research focused onthree component coupling reaction ionic liquid supported cyanomethylbenzimidazole benzimidazopyrroloisoquinoline; Knoevenagel condensation cyanomethylbenzimidazole formylbenzoate isocyanide cycloaddition lactamization; microwave activation three component coupling benzimidazopyrroloisoquinoline synthesis. The article conveys some information:
A two-step, three-component coupling reaction on ionic liquid supported 2-cyanomethylbenzimidazoles, Me 2-formylbenzoate, and isocyanides under microwave activation is explored. Knoevenagel condensation of 2-cyanomethylbenzimidazole with methyl-2-formylbenzoate in the presence of piperidine catalyst is followed by [4 + 1] cycloaddition with an isocyanide in the next step. Consequent intramol. δ-lactam formation allows rapid construction of novel aza-pentacycles, benzimidazo[1′,2′:1,5]pyrrolo[2,3-c]isoquinolines. Thus, e.g., Knoevenagel condensation of IL-supported 2-cyanomethylbenzimidazole I (IL = imidazolium ionic liquid moiety) with Me 2-formylbenzoate in MeCN using piperidine catalyst afforded IL-bound s-trans-azadiene intermediate II; treatment of the latter with benzyl isocyanate under MW at 150° followed by KCN/MeOH treatment of the reaction mixture to remove the IL support afforded title compound III (76%).Methyl 4-fluoro-3-nitrobenzoate(cas: 329-59-9Product Details of 329-59-9) was used in this study.
Methyl 4-fluoro-3-nitrobenzoate(cas: 329-59-9) belongs to methyl benzoate. Methyl benzoate reacts at both the ring and the ester, depending on the substrate. Electrophiles attack the ring, illustrated by acid-catalysed nitration with nitric acid to give methyl 3-nitrobenzoate.Product Details of 329-59-9
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