Total Synthesis of Pyrrolnitrin. IV. Synthesis of Ethyl 3-Aryl-5-methyl-2-pyrrolecarboxylate. (3)

Total Synthesis of Pyrrolnitrin. IV. Synthesis of Ethyl 3-Aryl-5-methyl-2-pyrrolecarboxylate. (3)

Treatment of the crude-enamine (IV), prepared from 1-(3-chlorophenyl)-1, 3-butanedione (II) and diethyl aminomalonate (III), with sodium ethoxide gave ethyl 3-(3-chlorophenyl)-5-methyl-2-pyrrolecarboxylate (VI) and ethyl 2-(3-chlorophenyl)-4-methyl-5-pyrrolecarboxylate (VII'), whose structures...

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Veröffentlicht in:Chemical & pharmaceutical bulletin 1969/03/25, Vol.17(3), pp.582-587
Hauptverfasser: UMIO, SUMINORI, KARIYONE, KAZUO, TANAKA, KUNIHIKO, NOGUCHI, HIDEYO
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container_title Chemical & pharmaceutical bulletin
container_volume 17
creator UMIO, SUMINORI
KARIYONE, KAZUO
TANAKA, KUNIHIKO
NOGUCHI, HIDEYO
description Treatment of the crude-enamine (IV), prepared from 1-(3-chlorophenyl)-1, 3-butanedione (II) and diethyl aminomalonate (III), with sodium ethoxide gave ethyl 3-(3-chlorophenyl)-5-methyl-2-pyrrolecarboxylate (VI) and ethyl 2-(3-chlorophenyl)-4-methyl-5-pyrrolecarboxylate (VII'), whose structures were confirmed by other synthetic methods. Mechanism of above reaction and ultraviolet absorption spectra of these pyrrole derivatives were discussed.
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title Total Synthesis of Pyrrolnitrin. IV. Synthesis of Ethyl 3-Aryl-5-methyl-2-pyrrolecarboxylate. (3)
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