Abstract
A very unusual high yield of rearranged products ( via methyl migration) has been obtained in the Fischer indole cyclization of the 3-(2,5-dimethyl phenylhydrazone) of 2,3-piperidine dione ( 6b). When a less activated aromatic ring is present in the phenylhydrazone 6, such a behaviour is not observed and cyclization occurs essentially without rearrangement.
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