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2H-Azirines from a Concerted Addition of Alkylcarbenes to Nitrile Groups

  作者 KNOLL WOLFGANG; MIEUSSET JEANLUC; ARION VLADIMIR B; BRECKER LOTHAR; BRINKER UDO H  
  选自 期刊  Organic Letters;  卷期  2010年12-10;  页码  2366-2369  
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[摘要]Photolysis of aziadamantanos in the presence of fumoronitrile (FN) unexpectedly afforded conjugated 2H-azirines resulting from addition of the carbene to the CN triple bond. This represents the first example of a direct azirine formation starting from an alkylcarbene for which a concerted pathway is postulated. The novel outcome if the reaction is favored by the prior formation of a carbene-alkene complex, a type of adduct that only recently has been described.

 
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