Triazol-substituted titanocenes by strain-driven 1,3-dipolar cycloadditions

Beilstein Journal of Organic Chemistry

卷:10

Aram Prokop¹  Lukas Schwach²  Andreas Gansäuer²  Andreas Okkel²  Anja Selig³  Laura Wagner³ 

[1] Abteilung für Kinderonkologie /-hämatologie Kinderkrankenhaus der Stadt Köln Amsterdamerstrasse 59, D-50735 Köln, Germany;

[2] Kekulé-Institut für Organische Chemie und Biochemie der Rheinischen Friedrich-Wilhelms-Universität Bonn, Gerhard-Domagk-Straße 1, D-53121 Bonn, Germany;

[3] Medizinische Klinik für Hämatologie, Onkologie und Tumorimmunologie Campus Vichow Klinikum Charité Berlin, Augustenburger Platz 1, D-13353 Berlin, Germany;

关键词: azides;    click-chemistry;    cycloadditions;    cytotoxicity;    titanocenes;   

DOI  :  10.3762/bjoc.10.169

来源: DOAJ

【 摘 要 】

An operationally simple, convenient, and mild strategy for the synthesis of triazole-substituted titanocenes via strain-driven 1,3-dipolar cycloadditions between azide-functionalized titanocenes and cyclooctyne has been developed. It features the first synthesis of titanocenes containing azide groups. These compounds constitute ‘second-generation’ functionalized titanocene building blocks for further synthetic elaboration. Our synthesis is modular and large numbers of the complexes can in principle be prepared in short periods of time. Some of the triazole-substituted titanocenes display high cyctotoxic activity against BJAB cells. Comparison of the most active complexes allows the identification of structural features essential for biological activity.

【 授权许可】

Unknown