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Synthesis and Structure of Hypervalent Diacetoxybromobenzene and Aziridination of Olefins with Imino-lambda(3)-bromane Generated in Situ under Metal-Free Conditions

  作者 HOQUE MD MAHBUBUL; MIYAMOTO KAZUNORI; TADA NORIHIRO; SHIRO MOTOO; OCHIAI MASAHITO  
  选自 期刊  Organic Letters;  卷期  2011年13-20;  页码  5428-5431  
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[摘要]Ligand exchange of p-CF(3)C(6)H(4)BrF(2) with acetoxy groups using AcOH and Ac(2)O affords (diacetoxybromo)benzene in a high yield, which undergoes azirldination of alkenes In the presence of TfNH(2) and sulfamate esters in one pot under mild conditions. The azirldination with TfNH2 proceeds stereospecifically with retention of stereochemistry of olefins at room temperature using limiting amounts of olefins under transition-metal-free conditions. The one-pot aziridination procedure using sulfamate esters can be applied to the Intramolecular versions.

 
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