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Synthesis of dihydrobenzoimidazo[2,1-a]isoquinolines
Authors:Meng-Yang Chang  Ming-Hao WuYeh-Long Chen
Affiliation:Department of Medicinal and Applied Chemistry, Kaohsiung Medical University, Kaohsiung 807, Taiwan
Abstract:A one-pot protocol toward several substituted 5,6-dihydrobenzo[4,5]imidazo[2,1-a]isoquinolines 1 starting with 2-allylbenzaldehydes 2 was described. The process was carried out the one-pot condensation/hydroamination reaction of substituted 2-allylbenzaldehydes 2 with 1,2-diaminobenzenes 3 in refluxing toluene in good yields. Skeleton 2 was prepared via one-pot ortho-metalative PhBCl2-mediated double alkylation of hydroxybenzaldehyde 4 with LDA in moderate yields.
Keywords:Dihydrobenzo[4,5]imidazo[2,1-a]isoquinolines   Metalation   Hydroamination   One-pot tandem reaction
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