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FASILE SYNTHESIS OF 4,9-DIHYDRO-2H-BENZ[f]- AND 4,11-DIHYDRO-2H-NAPHTH[2,3-f]-ISOINDOLES AND THEIR UTILITY FOR PORPHYRIN SYNTHESIS

  作者 CAI CHENXIN; UOYAMA HIROKI; NAKAMURA MITSUNORI; UNO HIDEMITSU  
  选自 期刊  Heterocycles;  卷期  2012年84-2;  页码  829-841  
  关联知识点  
 

[摘要]Esters of 4,9-dihydro-2H-benz[2,3-f] isoindole-1-carboxylate and 4,11-dihydro-2H-naphth[2,3-f]isoindole-1-carboxylate were prepared by the modified Barton-Zard reaction of 2,3-bis(phenylsulfonyl)-1,2,3,4-tetrahydro-naphthalene and anthracene with isocyanoacetate esters, respectively. The bis(phenylsulfonyl) derivatives were, in turn, prepared by the pericyclic reactions of the corresponding sultines with trans-1,2-bis(phenylsulfonyl)ethylene. The pyrrole esters were converted to the corresponding mono-naphthoporphyrin and mono-anthraporphyrin in good overall yields.

 
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