Synthesis of benzo[d]imidazo[2,1-b]benzoselenoazoles: Cs2CO3-mediated cyclization of 1-(2-bromoaryl)benzimidazoles with selenium
Synthesis of benzo[d]imidazo[2,1-b]benzoselenoazoles: Cs2CO3-mediated cyclization of 1-(2-bromoaryl)benzimidazoles with selenium
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DOI：
10.3762/bjoc.15.199
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发表时间：
2019-08
影响因子：
2.7
通讯作者：
Mio Matsumura;Y. Kitamura;Arisa Yamauchi;Y. Kanazawa;Y. Murata;T. Hyodo;K. Yamaguchi;Shuji Yasuike
中科院分区：
文献类型：
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作者：
Mio Matsumura;Y. Kitamura;Arisa Yamauchi;Y. Kanazawa;Y. Murata;T. Hyodo;K. Yamaguchi;Shuji Yasuike
介绍了苯并咪唑[2,1-b]苯并硒化杂唑的合成方法。采用Cs2CO3（2当量）促进了1-（2-溴芳基）苯并咪唑与硒粉在DMF中150℃下的闭合环反应。得到的四环杂环均为新化合物。母体苯并咪唑[2,1-b]苯并硒代唑的单晶x射线分析表明，其四环环几乎是平面的。苯并咪唑[2,1-b]苯并硒代唑的吸收光谱数据表明，λmax与环数有关。
The synthesis of benzimidazo[2,1-b]benzoselenoazoles is described. The novel ring-closure reaction of 1-(2-bromoaryl)benzimidazoles with Se powder is promoted by Cs2CO3 (2 equiv) in DMF at 150 °C. Moreover, the obtained tetracyclic heterocycles are all novel compounds. Single-crystal X-ray analysis of the parent benzimidazo[2,1-b]benzoselenoazole revealed that the tetracyclic ring is almost planar. Absorption spectroscopy data of the benzimidazo[2,1-b]benzoselenoazoles showed the λmax was dependent on the number of rings.