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A simple multistep conversion of 1,2-dihydro-1,1-dimethoxynaphthalen-2-ones to (3,4-dihydro-3,4-dioxonaphthalen-2-yl)acetates

  作者 Schmidt, K; Margaretha, P  
  选自 期刊  Helvetica Chimica Acta;  卷期  2008年91-9;  页码  1625-1629  
  关联知识点  
 

[摘要]On irradiation (lambda = 350 nm) in the presence of 1,1-dimethoxyethene, naphthalene-1,2-dionemonoacetals 1 regioselectively afford 1,1,4,4-tetramethoxycyclobuta[a]naplithalen-3-ones 3. Sequential deprotection of these bis-acetals first lead to 1,1-dimethoxycyclobuta[a]naphthalene-3,4-diones 4 and then to cyclobuta [a] naphthalene-1,3,4-triones 6, which, in turn, are converted into (3,4-dihydro-3,4-dioxonaphthalen-2-yl)acetates 7 by treatment with SiO2/MeOH/air.

 
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