Abstract
The Vilsmeier formylation of butyrolactam and of N-phenylbutyrolactam has given their α-dimethylaminomethylene derivatives. The reaction of the latter with α-substituted arylhydrazines leads to the formation of 1-oxo-1,2,3,4-tetrahydro-β-carbolines. When unsubstituted phenylhydrazine is used, the occurrence of a competing reaction leading to β-aminoethyl derivatives of 5-pyrazolone is also possible. It has been established that the direction of the reaction and the ratio of the products are affected by the substituent at the lactam nitrogen atom.
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 1, pp. 56–60, January 1984.
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Tokmakov, G.P., Zemyanova, T.G. & Grandberg, I.I. Reaction of arylhydrazines with α-formylbutyrolactam derivatives. Chem Heterocycl Compd 20, 47–51 (1984). https://doi.org/10.1007/BF00505848
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DOI: https://doi.org/10.1007/BF00505848