New Persistent Heteroarylmethyl Radicals Resulting from the Intramolecular Addition of Aryloxymethyl Radicals onto Ketenimines. Synthesis of 2<i>H</i>-1,4-Benzoxazines
作者:Angel Vidal、Mateo Alajarín、María-Mar Ortín、Delia Bautista
DOI:10.1055/s-2004-822883
日期:——
A novel method for producing aryloxymethyl radicals, based on the treatment of (phenylseleno)methyl aryl ethers with tris(trimethylsilyl)silane and AIBN is disclosed, as well as the intramolecular addition of such radicals onto C,C-disubstituted ketenimines. The persistent α-(2H-1,4-benzoxazin-3-yl)benzyl radicals resulting from such cyclization processes undergo cross-coupling with the 1-cyano-1-methylethyl
公开了一种生产芳氧基甲基自由基的新方法,该方法基于用三(三甲基甲硅烷基)硅烷和 AIBN 处理(苯基硒基)甲基芳基醚,以及将此类自由基分子内加成到 C,C-二取代的烯酮亚胺上。由此类环化过程产生的持久性 α-(2H-1,4-benzoxazin-3-yl) 苄基自由基与 AIBN 热分解产生的 1-氰基-1-甲基乙基自由基发生交叉偶联,得到 2H-1 ,4-苯并恶嗪。这些自由基环化由持久的自由基效应控制。苯并恶嗪 10a 的晶体和分子结构已通过 X 射线分析得到解决。