Title: | Synthesis of Aminofuran-Linked Benzimidazoles and Cyanopyrrole-Fused Benzimidazoles by Condition-Based Skeletal Divergence |
Authors: | Hsu, Wei-Shun Tsai, Min-Huan Barve, Indrajeet J. Yellol, Gorakh S. Sun, Chung-Ming 應用化學系 Department of Applied Chemistry |
Keywords: | 2-aminofuranyl-benzimidazole;3-cyano-benzopyrrolo-imidazole;divergent synthesis;nonequivalent nucleophilicity;skeletal diversity |
Issue Date: | 1-Jul-2017 |
Abstract: | 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. |
URI: | http://dx.doi.org/10.1021/acscombsci.7b00052 http://hdl.handle.net/11536/145775 |
ISSN: | 2156-8952 |
DOI: | 10.1021/acscombsci.7b00052 |
Journal: | ACS COMBINATORIAL SCIENCE |
Volume: | 19 |
Begin Page: | 492 |
End Page: | 499 |
Appears in Collections: | Articles |