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Reactions of dibenzo [b, g] indolizinium iodide (5), (13), (19) with sodium methylsulfinylmethanide were examined and the substantial differences were observed between the phenolic dibenzo [b, g] indolizinium iodide (5), (13) and non-phenolic one (19). Dibenzo [b, f] azonines (7) and (15), formed through the fission of the C12a-N bond, were obtained from 5 and 13, respectively, as main products. The 2-phenylindoline (21) was yielded from 19 by the fission of the C6-N bond.
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Kano et al. (1976) studied this question.
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