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Synthesis of Functionalized Pyridazin-3(2H)-ones via Bromine-Magnesium Exchange on Bromopyridazin-3(2H)-ones

  作者 RYABTSOVA OXANA; VERHELST TOM; BAETEN MATTIJS; VELDE CHRISTOPHE M L VANDE; MAES BERT U W  
  选自 期刊  Journal of Organic Chemistry;  卷期  2009年74-24;  页码  9440-9445  
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[摘要]The potential of halogen-magnesium exchange reactions, followed by quenching with elect rophiles, for the functionalization of the pyridazin-3(2H)-one core was investigated. 2-Benzyl-4-bromo-5-methoxy-(1), 2-benzyl-5-bromo-4-methoxy- (4), and 2-benzyl-4,5-dibromopyridazin-3(2H)-one (10) were selected as readily available model substrates. While I and 10 gave exclusively C-4 metalation, a tandem reaction involving nucleophilic substitution via addition elimination and bromine-magnesium exchange was observed with 4.

 
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