Chemistry of Heterocyclic Compounds p. 936 - 940 (1980)
Update date:2022-08-05
Topics:
Sviridova, L. A.
Golubeva, G. A.
Dovgilevich, A. V.
Kost, A. N.
Activation of the C=N bond in the 1-acylpyrazoline molecule may take place during the formation of a complex with boron trifluoride (coordination at the oxygen atom of the acetyl group) or in the case of protonation at the N(2) atom of pyrazoline ring.Activated 1-acetylpyrazolines are readily reduced with lithium aluminium hydride to 1-ethylpyrazolidines.The hydrochlorides of 1-acetylpyrazolidines undergo reaction without prior deprotonation.Aluminium hydride reduces 1-acetylpyrazoline bases to 1-ethylpyrazolidined also through prior complexing at the N(2) atom of the pyrazoline ring.
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Doi:10.1007/BF00496597
(1980)Doi:10.1039/a904001c
(1999)Doi:10.1016/0040-4039(80)80119-5
(1980)Doi:10.1080/10426509908031621
(1999)Doi:10.1016/j.tetlet.2004.08.060
(2004)Doi:10.1021/jo00295a019
(1990)
