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铜(I)催化邻炔基芳基异硫氰酸酯与(E)-2-(苄基氨基)乙酸酯串联双环化反应快速合成5H-苯并咪唑[5,1-b][1,3]噻嗪

本站小编 Free考研考试/2022-02-14

摘要/Abstract



以廉价的铜盐作为催化剂, 快速高效地实现了邻炔基芳基异硫氰酸酯与(E)-2-(苄基氨基)乙酸酯的串联双环化反应, 以中等至良好产率合成了一系列5H-苯并[d]咪唑[5,1-b][1,3]噻嗪类化合物. 该反应操作简单, 利用一步[3+2]环加成继而分子内亲核加成串联机制, 一锅法高效构建了两个新环.
关键词: 铜催化, 串联双环化, 5H-苯并咪唑[5,1-b][1,3]噻嗪
A rapid and efficient protocol for copper(I)-catalyzed tandem bicyclization of o-alkynylphenyl isothiocyanates with ethyl (E)-2-(benzylideneamino)acetates has been developed, affording a series of 5H-benzo[d]imidazo[5,1-b][1,3]thia- zines in moderate to good yields. In this transformation, a [3+2] cycloaddition reaction mechanism was involved and two new rings were formed in one pot.
Key words: Keywords copper-catalysis, cascade bicyclization, 5H-benzo[d]imidazo[5,1-b][1,3]thiazine


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