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Synthesis of Isomeric Benzodipyrroles

Ethyl aminoindole-2-carboxylates (2), obtained by catalytic reduction of ethyl nitroindole-2-carboxylates (1) using Raney nickel, when subjected to Japp-Klingemann reaction furnish the respective indolylhydrazones (3).The latter undergo cyclization with H2SO4 to yield different isomeric benzodipyrroles (4-6).

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Reference£º
Indole alkaloid derivatives as building blocks of natural products from?Bacillus thuringiensis?and?Bacillus velezensis?and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles