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Angew.Chem.Int.Ed.2015,54,12692~12696烷基叠氮是一类非常重要的合成中间体,被广泛的应用于含氮化合物的化学合成中.此外,由于转化条件温和,烷基叠氮参与的生物兼容反应也被广泛用于化学生物学研究中.因此,便捷高效地合成烷基叠氮具有十分重要的意义.苏州大学材料与化学化工学部、江苏省有机合成重点实验室朱晨课题组发展了醋酸锰催化的环丁醇的开环叠氮化反应.以廉价的醋酸锰为催化剂,TMSN3为叠氮源,高碘化物BI-OH为氧化剂,环丁醇可以开环得到γ位叠氮化产物.该反应条件温和,官能团兼容性广,可以区域选择性地得到一级、二级和三级的脂肪族叠氮化物.另外,具有并
Angew.Chem.Int.Ed.2015,54,12692 ~ 12696 Alkyl azides are a very important class of synthetic intermediates and are widely used in the chemical synthesis of nitrogen-containing compounds. In addition, due to the mild conversion conditions, The biocompatible reactions involving azide nitrogen are also widely used in chemical biology research. Therefore, it is very important to synthesize alkylazide easily and efficiently. Department of Materials and Chemistry, Soochow University, Jiangsu Key Laboratory of Organic Synthesis Zhu Chen’s group developed the ring-opened azidation reaction of cyclobutanol catalyzed by manganese acetate.Using cheap manganese acetate as catalyst, TMSN3 as the azide source and iodide BI-OH as the oxidant, cyclobutanol can be ring-opened Yielded the azide product at the γ-position.The reaction conditions are mild and the compatibility of the functional groups is wide and the first, second and third aliphatic azides can be selectively obtained.