Conclusions
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1.
It was found that the methyl ester of 4-bromo-3-butyn-1-oic acid is capable of facile prototropic isomerization to the ester of 4-bromo-2,3-butadien-1-oic acid.
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2.
The transformations of the bromoallenic ester in the reactions with either primary or secondary amines proceed as nucleophilic addition reactions to the central carbon atom of the aliene group.
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3.
A general method was developed for the synthesis of the previously unknown N-alkyl-2,4-pyrroli-dinedione enamines.
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 8, pp. 1763–1769, August, 1972.
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Mavrov, M.V., Kucherov, V.F. Methyl ester of 4-bromo-3-butyn-1-oic acid, preparation and reaction of nucleophilic addition of amines. Russ Chem Bull 21, 1706–1711 (1972). https://doi.org/10.1007/BF00851184
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DOI: https://doi.org/10.1007/BF00851184