A Multi-Step Continuous Flow Process for the N-Demethylation of Alkaloids

• Yuji Nakano¹
• G. Paul Savage¹
• Simon Saubern¹
• Peter J. Scammells²
• Anastasios Polyzos¹

• ¹ CSIRO Materials Science and Engineering, Victoria, Australia.
• ² Medicinal Chemistry, Monash Institute of Pharmaceutical Sciences, Monash University, Victoria, Australia.

Dextromethorphan was N-demethylated using the non-classical Polonovski reaction under continuous flow conditions, in two steps: initial N-oxidation with m-chloroperbenzoic acid followed by iron-catalysed N-demethylation of the resulting N-oxide.

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