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Cycloaddition Reactions of Propiolamidinium Salts

  作者 WEINGAERTNER WERNER; MAAS GERHARD  
  选自 期刊  European Journal of Organic Chemistry;  卷期  2012年-32;  页码  6372-6382  
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[摘要]Thermal and microwave-assisted [3+2] cycloadditions between differently substituted propiolamidinium tetraphenylborates 3ad and N-methyl-C-phenylnitrone, benzyl azide, and N-(3-azidopropyl)phthalimide were studied. The activation parameters of the [3+2] cycloaddition between alkyne 3a and benzyl azide were determined. A DielsAlder reaction between the terminal alkyne 3a and cyclopentadiene could be achieved with the aid of microwave activation. The reaction between 3a and triphenylphosphorane imine provides the beta,beta-bis(dimethylamino)vinylphosphonium salt 21, which might or might not have been formed through an initial [2+2] cycloaddition reaction.

 
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