Continuous flow synthesis of phenyl glucosazone and its conversion to 2H-1,2,3-Triazole building blocks
Maria Molnara, Marcus Baumanna
- aSchool of Chemistry, Science Centre South, University College Dublin, Dublin, D04 N2E2, Ireland
Read the publication that featured this abstractA continuous flow approach for the generation of phenyl glucosazone from glucose and phenyl hydrazine is reported giving the pure target in 53% isolated yield. This thermal process generates the target product as an insoluble material that causes reactor fouling via adhering to the reactor walls. To overcome this issue a segmented flow approach was realised whereby streams of air and the reaction solution were combined in a T-piece and directed through the heated reactor coil. The resulting micro-mixing prevented reactor fouling and blocking and allowed for multi-hour reactions to generate the desired target in high yield. The value of the phenyl glucosazone product was demonstrated via its oxidative cyclisation into 2H-phenyl-1,2,3-triazoles which represent important heterocyclic scaffolds.
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