SummaryHerein we describe the application of a monolithic triphenylphosphine reagent to the Appel reaction in flow-chemistry processing, to generate various brominated products with high purity and in excellent yields, and with no requirement for further off-line purification.

Robust chemical routes towards valuable bioactive entities such as riboflavines, quinoxalinones and benzodiazepines are described. These make use of modern flow hydrogenation protocols enabling the chemoselective reduction of nitro group containing building blocks in order to rapidly generate the desired amine intermediates in situ. In order to exploit the benefits of continuous processing the individual steps were transformed into a telescoped flow process delivering selected benzodiazepine products on scales of 50 mmol and 120 mmol respectively.

SummaryThe application of a monolithic form of triphenylphosphine to the Ramirez gem-dibromoolefination reaction using flow chemistry techniques is reported. A variety of gem-dibromides were synthesised in high purity and excellent yield following only removal of solvent and no further off-line purification. It is also possible to perform the Appel reaction using the same monolith and the relationship between the mechanisms of the two reactions is discussed.

An undergraduate chemistry experiment that draws from primary research is described. The experiment exploits chiral supramolecular assemblies for the determination of enantiomeric excess by 1 H NMR spectroscopy. This report describes the delivery of the experiment to a cohort of students, and as a result of feedback from those involved, an optimized protocol is presented. Particular care has been taken to facilitate ready adoption in other institutions by providing comprehensive teaching support materials as well as technical guidance for supporting the experiment.

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