Iodination, unlike chlorination or bromination, of thebaine (1) occurs predominantly at C-7 rather than C-14 to give, in the presence of methanol, 7-iodoneopinone dimethyl acetal (3), a convenient starting material for the synthesis of 9-substituted indolinocodeinone derivatives.
R. M. Allen and G. W. Kirby, J. Chem. Soc. D, 1970, 1346 DOI: 10.1039/C29700001346
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