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Intramolecular palladium-catalyzed oxidative coupling on thiophene and furan rings. Determinant role of the electronic availability of the heterocycle.

  作者 Beccalli, Egle M.;Borsini, Elena;Broggini, Gianluigi;Rigamonti, Micol;Sottocornola, Silvia;  
  选自 期刊  SYNLETT;  卷期  2008年-7;  页码  1053-1057  
  关联知识点  
 

[摘要]The cyclization of N-allyl-N-carbethoxy-substituted aminothiophenes and furans was performed by intramol. Pd(II)-catalyzed oxidative coupling. The process involves a nucleophilic attack of a heteroarom. carbon to the internal carbon of the p-olefin complex through a 5-exo-trig ring-formation. Better conditions required PdCl2(MeCN)2 as catalyst, CuCl2 as co-catalyst and an environmentally friendly reoxidant such as O2 to promote the catalytic cycle.

 
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