152771-41-0Relevant academic research and scientific papers
Fischer indolization of N(α)-alkyl-2-allylphenylhydrazones
Katayama,Takatsu,Takeuchi,Yamagiwa
, p. 816 - 821 (1993)
Fischer indolization of the hydrazones of 8-allyl-1-amino-1,2,3,4-tetrahydroquinoline and related compounds was investigated. Fischer indolization induced Cope rearrangement of the allyl group and acid-catalyzed intramolecular cycloaddition between the hydrazonyl group and the vinyl group. The base treatment of the latter reaction product caused eliminative ring-opening of the adduct and led to the formation of an indoline skeleton bearing a 2-ketoalkyl group at the C-2 position.
