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The reaction of 1-oxo-1,2,3,4-tetrahydrocarbazoles (1) with crotonic acid in polyphosporic acid afforded hitherto unknown 5-methyl-1,2,3,4,5,6-hexahydrocyclopenta[g]carbazole-1,7-diones (2) and 6-crotonyl-2-isopropyl-1-oxo-1,2,3,4-tetrahydrocarbazoles (3) in a single step. A plausible mechanism for the formation of the title compounds has been proposed, and all new compounds were characterized by IR, NMR, mass spectral methods and elemental analysis.

zeitschrift für naturforschung b

Synthesis of 5-Methyl-1,2,3,4,5,6-hexahydrocyclopenta[g]carbazole-1,7- diones and Crotonyl-2-isopropyl-1-oxo-1,2,3,4-tetrahydrocarbazoles from 1-Oxo-1,2,3,4-tetrahydrocarbazoles by Friedel-Crafts Reaction