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CHEMICAL SYNTHESIS OF COELENTERAZINE AND ITS ANALOGS: NEW ROUTE BY FOUR SEGMENT-COUPLINGS

  作者 CHOU CHUNMING; TUNG YUWEN; LIN MENGI; CHAN DIANA; PHAKHODEE WONG; ISOBE MINORU  
  选自 期刊  Heterocycles;  卷期  2012年86-2;  页码  1323-1339  
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[摘要]A novel and improved synthetic route includes four segment-couplings toward coelenterazine and its analogs as luminescent molecules. Regio- and chemo-selective cross coupling reactions using palladium catalysts with 5-iodo-3-bromo-2-aminopyrazine have enabled providing various aminopyrazine derivatives having different substituents. The improved synthesis of coelenterazine and its analogs employed advanced condensation with the aminopyrazines using various keto-acetal segments, which resulted in much higher yields to give the final imidazopyrazinone heterocycles than the previous method using keto-aldehydes.

 
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