Tetrahedron letters

Synthesis of carbazoles via 2-vinylindoles.

J Bergman, B Pelcman

Index: Bergman, J.; Pelcman, B. Tetrahedron Letters, 1985 ,  vol. 26,  # 51  p. 6389 - 6392

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Citation Number: 15

Abstract

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/POCl 3) gave 2-methylcarbazole in good yield, presumably via an electrocyclic ring closure of a hexatrienic intermediate.