The reactivity of 3-alkyl-1-allylindoles as model systems in the biogenesis and synthesis of the echinulin-type compounds has been studied: in the presence of acids the crotyl and γγ-dimethylallyl groups migrate from the 1- to the 2-position of the indole nucleus with a partial allylic rearrangement.
G. Casnati and A. Pochini, J. Chem. Soc. D, 1970, 1328 DOI: 10.1039/C29700001328
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