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An efficient route for the construction of cyclopenta[b]quinoline derivatives via intramolecular cyclopropanation |
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| Authors: | Haoxi Huang Wenhao Hu |
| Institution: | a Department of Chemistry, East China Normal University, Shanghai 200062, PR China b Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu 610041, PR China c Graduate School of Chinese Academy of Sciences, Beijing, PR China |
| Abstract: | A one-pot process to introduce diazoacetoacetate functionality into quinoline was identified with excellent yield and regioselectivity. An intramolecular cyclopropanation of the resulting adducts gave tetracyclic cyclopentab]quinoline derivatives in nearly quantitative yields. A synthetic utility of the tetracyclic derivatives was examined by a simple ring opening reaction to afford cyclopentab]quinoline in a good yield. |
| Keywords: | Cyclopenta[b]quinoline Cyclopropanation Dirhodium(II) Diazo compounds Carbene |
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