SCHEDULED MAINTENANCE
Mannich reaction of 1-(2-bromo-5-hydroxy-4-methoxybenzyl)-1,2,3,4-tetrahydro-6,7-methylenedioxyisoquinoline (IX) gave 12-bromonandinine (II) which was debrominated to afford (±)-nandinine (I). Methylation of (±)-nandinine with diazomethane gave (±)-canadine (III), dehydrogenation of which with iodine afforded berberine iodide (XI).
T. Kametani, I. Noguchi, K. Saito and S. Kaneda, J. Chem. Soc. C, 1969, 2036 DOI: 10.1039/J39690002036
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