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Microwave‐Assisted Synthesis of Benzimidazole‐Linked Indoline and Indole Hybrids from C‐2 Linked (o‐Aminobenzyl)benzimidazoles
Advanced Synthesis & Catalysis ( IF 5.4 ) Pub Date : 2018-01-25 , DOI: 10.1002/adsc.201701140
Yun-Ta Lee,Feng-Yu Chiu,Indrajeet J. Barve,Chung-Ming Sun

An efficient and novel synthesis of benzimidazole‐linked indoline hybrids via an unconventional Pictet‐Spengler‐type condensation of C‐2 linked (o‐aminobenzyl)benzimidazoles with aldehydes and ketones under microwave irradiation has been explored. The key condensation step consists of acid‐catalyzed imine generation followed by intramolecular C–C bond formation through unique reactivity of the benzimidazole moiety. The scope of this method is further extended to synthesize tetracyclic pyrroloindole benzimidazole‐carboxylates through 2‐carboxaldehydes.

中文翻译:

微波辅助从C-2连接的(o-氨基苄基)苯并咪唑合成苯并咪唑连接的吲哚和吲哚杂化物

通过微波辐射下C-2连接的(氨基苄基)苯并咪唑与醛和酮的非常规Pictet-Spengler型缩合反应,研究了一种高效新颖的苯并咪唑连接的二氢吲哚混合物。关键的缩合步骤包括酸催化的亚胺生成,然后通过苯并咪唑部分的独特反应性形成分子内C–C键。该方法的范围进一步扩展为通过2-甲醛合成四环吡咯并吲哚苯并咪唑羧酸酯。
更新日期:2018-01-25
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