A radical based addition–elimination route for the preparation of indoles

JA Murphy, KA Scott, RS Sinclair, CG Martin…

Index: Murphy, John A.; Scott, Karen A.; Sinclair, Rhoha S.; Martin, Concepcion Gonzalez; Kennedy, Alan R.; Lewis, Norman Journal of the Chemical Society, Perkin Transactions 1, 2000 , # 15 p. 2395 - 2408

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Citation Number: 31

Abstract

Indoles, including tricyclic derivatives, are produced by cyclisations of aryl radicals onto vinyl halides followed by elimination of halide radical and tautomerism of the resulting product; the aryl radicals are produced using “clean methodology” either by reaction of iodide ions with arenediazonium salts or by reaction of phosphorus-centred radicals with aryl iodides.