用于合成三唑并苯并二氮杂卓稠合二酮哌嗪和乙内酰脲的顺序乌吉反应/碱诱导闭环/IAAC 方法。
Sequential Ugi reaction/base-induced ring closing/IAAC protocol toward triazolobenzodiazepine-fused diketopiperazines and hydantoins.
作者信息
Vroemans Robby, Bamba Fante, Winters Jonas, Thomas Joice, Jacobs Jeroen, Van Meervelt Luc, John Jubi, Dehaen Wim
机构信息
Molecular Design and Synthesis, Department of Chemistry, KU Leuven, Celestijnenlaan 200F, 3001 Leuven, Belgium.
Laboratoire de Chimie Organique Structurale, UFR Sciences des Structures de la Matiere et de Technologie, Universite Felix Houphouet-Boigny, Ivory Coast.
出版信息
Beilstein J Org Chem. 2018 Mar 14;14:626-633. doi: 10.3762/bjoc.14.49. eCollection 2018.
A practical three-step protocol for the assembly of triazolobenzodiazepine-fused diketopiperazines and hydantoins has been developed. The synthesis of these tetracyclic ring systems was initiated by an Ugi reaction, which brought together all necessary functionalities for further transformations. The Ugi adducts were then subjected to a base-induced ring closing and an intramolecular azide-alkyne cycloaddition reaction in succession to obtain highly fused benzodiazepine frameworks.
已开发出一种实用的三步方案，用于组装三唑并苯二氮䓬稠合的二酮哌嗪和乙内酰脲。这些四环体系的合成由乌吉反应引发，该反应汇集了进一步转化所需的所有官能团。然后，乌吉加合物依次进行碱诱导的闭环反应和分子内叠氮化物-炔烃环加成反应，以获得高度稠合的苯二氮䓬骨架。
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