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Synthesis of Aminofuran-Linked Benzimidazoles and Cyanopyrrole-Fused Benzimidazoles by Condition-Based Skeletal Divergence.
ACS Combinatorial Science Pub Date : 2017-04-27 , DOI: 10.1021/acscombsci.7b00052 Wei-Shun Hsu,Min-Huan Tsai,Indrajeet J Barve,Gorakh S Yellol,Chung-Ming Sun
ACS Combinatorial Science Pub Date : 2017-04-27 , DOI: 10.1021/acscombsci.7b00052 Wei-Shun Hsu,Min-Huan Tsai,Indrajeet J Barve,Gorakh S Yellol,Chung-Ming Sun
A condition-based skeletal divergent synthesis was explored to achieve skeletal diversity in two component condensation reaction. Cyanomethyl benzimidazole was reacted with α-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.
中文翻译:
基于条件的骨架发散特性合成氨基呋喃连接的苯并咪唑和氰吡咯融合的苯并咪唑。
探索了基于条件的骨架发散合成,以实现两组分缩合反应中的骨架多样性。使氰基甲基苯并咪唑与α-溴酮在热条件下反应,得到2-氨基呋喃基-苯并咪唑,而相同的反应在微波辐射下得到3-氰基-苯并吡咯并咪唑。苯并咪唑部分的两个非等价亲核中心可通过不同的反应条件优雅地进行操作,以实现骨骼多样性。
更新日期:2017-05-03
中文翻译:
基于条件的骨架发散特性合成氨基呋喃连接的苯并咪唑和氰吡咯融合的苯并咪唑。
探索了基于条件的骨架发散合成,以实现两组分缩合反应中的骨架多样性。使氰基甲基苯并咪唑与α-溴酮在热条件下反应,得到2-氨基呋喃基-苯并咪唑,而相同的反应在微波辐射下得到3-氰基-苯并吡咯并咪唑。苯并咪唑部分的两个非等价亲核中心可通过不同的反应条件优雅地进行操作,以实现骨骼多样性。