PYRROLOINDOLES. 18. AN UNEXPECTED CHLORINATION REACTION DURING THE SYNTHESIS OF 2,7-DIETHOXYCARBONYL-1H,8H-PYRROLO[3,2g]INDOLE

И. Ш. Чикваидзе, Ш. А. Самсония, Н. Ш. Ломадзе, Н. Л. Таргамадзе, З. Е. Салия

Abstract


During the E. Fischer type synthesis of 2,7-diethoxycarbonyl-1H,8H-pyrrolo[3,2-g]indole there was discovered an unusual chlorination reaction of the benzene ring in 7-amino-2-ethoxycarbonylindole. It is suggested that the reaction occurs via an electrophilic substitution mechanism.

Authors: I. Sh. Chikvaidze, Sh. A. Samsoniya, N. Sh. Lomadze, N. L. Targamadze, and Z. E. Saliya.

English Translation in Chemistry of Heterocyclic Compounds, 2000, 36 (12), pp 1421-1425

http://link.springer.com/article/10.1023/A%3A1017518328962


Keywords


pyrroloindoles; Fischer synthesis; chlorination; electrophilic substitution

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