Sulphur dioxide reduces 3,4-dimethoxy-NN-dimethylphenethylamine N-oxide mainly to the corresponding tertiary or secondary amine in acetic acid or water respectively, but principally effects dehydrative cyclisation to 1,2,3,4-tetrahydro-6,7-dimethoxy-2-methylisoquinoline in formic acid.
P. A. Bather, J. R. L. Smith, R. O. C. Norman and J. S. Sadd, J. Chem. Soc. D, 1969, 1116a DOI: 10.1039/C2969001116A
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