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Synthesis of Arylseleno-1,2,3-triazoles via Copper-Catalyzed 1,3-Dipolar Cycloaddition of Azido Arylselenides with Alkynes

  作者 DEOBALD ANNA M; CAMARGO LEANDRO R S; HOERNER MANFREDO; RODRIGUES OSCAR E D; ALVES DIEGO; BRAGA ANTONIO L  
  选自 期刊  Synthesis;  卷期  2011年-15;  页码  2397-2406  
  关联知识点  
 

[摘要]The use of organoselenium compounds in the copper-catalyzed Huisgen 1,3-dipolar cycloaddition of azido arylselenides with various alkynes is described. Arylseleno-1,2,3-triazoles are prepared in excellent yields via reaction of amino arylselenides with iso-pentylnitrite and trimethylsilyl azide, and subsequent copper-catalyzed 1,3-dipolar cycloaddition of the resulting azido arylselenides with alkynes. The cycloaddition is also performed under mild conditions with several azido arylselenides and phenylacetylene to afford the corresponding arylseleno-1,2,3-triazoles in good to excellent yields. This click chemistry protocol represents an efficient method to produce new selenium-nitrogen compounds.

 
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