Browsing by Author "Tsai, Min-Huan"

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Rapid Two-Step Synthesis of Benzimidazo[1 ',2 ':1,5]-pyrrolo[2,3-c]isoquinolines by a Three-Component Coupling Reaction
(2014-08-01)
Narhe, Bharat D.
;
Tsai, Min-Huan
;
Sun, Chung-Ming
;
應用化學系
;
Department of Applied Chemistry
A two-step, three-component coupling reaction on ionic liquid supported 2-cyanomethylbenzimidazoles, methyl 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 intramolecular delta-lactam formation allows rapid construction of novel aza-pentacycles, benzimidazo [1',2':1,5]pyrrolo [2,3-c]isoquinolines.
Rapid Two-Step Synthesis of Benzimidazo[1 \',2 \':1,5]-pyrrolo[2,3-c]isoquinolines by a Three-Component Coupling Reaction
(2014-08-01)
Narhe, Bharat D.
;
Tsai, Min-Huan
;
Sun, Chung-Ming
;
應用化學系
;
Department of Applied Chemistry
A two-step, three-component coupling reaction on ionic liquid supported 2-cyanomethylbenzimidazoles, methyl 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 intramolecular delta-lactam formation allows rapid construction of novel aza-pentacycles, benzimidazo [1\',2\':1,5]pyrrolo [2,3-c]isoquinolines.
Synthesis of Aminofuran-Linked Benzimidazoles and Cyanopyrrole-Fused Benzimidazoles by Condition-Based Skeletal Divergence
(2017-07-01)
Hsu, Wei-Shun
;
Tsai, Min-Huan
;
Barve, Indrajeet J.
;
Yellol, Gorakh S.
;
Sun, Chung-Ming
A condition-based skeletal divergent synthesis was explored to achieve skeletal diversity in two component condensation reaction. Cyanomethyl benzimidazole was reacted with alpha-bromoketone under thermal conditions to furnish 2-aminofuranyl-benzimidazoles, while the same reaction afforded 3-cyano-benzopyrrolo-imidazoles under microwave irradiation. Two nonequivalent nucleophilic centers on benzimidazole moiety were manipulated elegantly by different reaction conditions to achieve the skeletal diversity.