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Synthesis of carbazoles via 2-vinylindoles.
Authors:J Bergman  B Pelcman
Institution:Department of Organic chemistry, Royal Institute of Technology, S-100 44 Stockholm, Sweden
Abstract:2-Vinylindoles are obtained from the Fischer indolization of α,β-unsaturated ketones. Heating 2-(2-methylpropenyl)indole (4) with the Vilsmeier reagent (DMF/POCl3) gave 2-methylcarbazole in good yield, presumably via an electrocyclic ring closure of a hexatrienic intermediate.
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