Scalable Synthesis of Functionalized Ferrocenyl Azides and Amines Enabled by Flow Chemistry
Merlin Kleoff, Johannes Schwan, Lisa Boeser, Bence Hartmayer, Mathias Christmann, Biprajit Sarkar, Philipp Heretsch
Abstract
A scalable access to functionalized ferrocenyl azides has been realized in flow. By halogen-lithium exchange of ferrocenyl halides and trapping with tosyl azide, a variety of functionalized ferrocenyl azides were obtained in high yields. To allow a scalable preparation of these potentially explosive compounds, a flow protocol was developed accelerating the reaction time to minutes and circumventing accumulation of potentially hazardous intermediates. The corresponding ferrocenyl amines were then prepared by a reliable reduction process.
Topics & Concepts
ChemistryFlow chemistryCombinatorial chemistryScalabilityNanotechnologyOrganic chemistryCatalysisComputer scienceMaterials scienceDatabaseNanomaterials for catalytic reactionsClick Chemistry and ApplicationsSynthesis and Biological Evaluation