Arylation Using Sulfonamides: Phenylacetamide Synthesis through Tandem Acylation–Smiles Rearrangement

Helen L. Barlow, Pauline T. G. Rabet, Alastair Durie, Tim Evans, Michael F. Greaney

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Abstract

A range of electron-poor and heterocyclic sulfonamides react with phenylacetyl chlorides to produce benzhydryl derivatives in a single step. The reaction proceeds via tandem amide bond formation/Dohmori–Smiles rearrangement under the simple conditions of an aqueous base. In the case of o-nosylamides, a further reaction takes place at the nitro group to yield indazoles
Original languageEnglish
Pages (from-to)9033-9035
JournalOrganic Letters
DOIs
Publication statusPublished - 1 Nov 2019

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