热烈祝贺课题组林成舟和江岭峰题为“Enantioselective synthesis of 3a-azido-pyrroloindolines by copper-catalyzed asymmetric dearomative azidation of tryptamines”的论文被Chemical Communications接收
中文标题:铜催化色胺不对称去芳构化叠氮化对映选择性合成叠氮基吡咯吲哚啉
英文标题:Enantioselective synthesis of 3a-azido-pyrroloindolines by copper-catalyzed asymmetric dearomative azidation of tryptamines
刊物名称及期号、页码: Chem. Commun., 2023, Accepted Manuscript
作者姓名(中文):林成舟†,江岭峰†,张广义,周方帅,吴少华,曹晶*,邓清海*
作者姓名(英文):Cheng-Zhou Lin,† Ling-Feng Jiang,† Guang-Yi Zhang, Fang-Shuai Zhou, Shao-Hua Wu, Jing Cao* and Qing-Hai Deng*
摘要(英文):Copper-catalyzed asymmetric dearomative azidation of tryptamines using azidobenziodoxolone as an azidating reagent was developed, which affords a variety of 3a-azido-pyrroloindolines in good to high enantioselectivities under mild reaction conditions. The azides could be readily transformed into the corresponding 3a-amino-pyrroloindolines via a reduction and 1,2,3-triazole derivatives via a click reaction.
工作简介:
上海师范大学邓清海课题组致力于C-N键构建的相关反应方法和机理研究。近日,邓清海教授和曹晶副研究员团队报道了一类基于高碘叠氮试剂的铜催化色胺的不对称去芳构化叠氮化反应。本工作以色胺为原料,ABX-N3作为叠氮源,Box-Cu(I)为催化剂实现了手性叠氮基吡咯吲哚啉的不对称合成。该反应条件温和、原料廉价易得,有良好的官能团耐受性,以中等至优良的产率、中等至优良的 ee 值得到一系列 3-叠氮吡咯吲哚啉衍生物。产物可顺利进行还原氨化反应和 Click 反应等衍生化反应,以优秀的产率得到相应产物。
创新点:首次实现了色胺的不对称去芳构化叠氮化反应。
全文链接:https://doi.org/10.1039/D3CC01438J