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Barlow HL, Rabet PTG, Durie A, et al. Arylation Using Sulfonamides: Phenylacetamide Synthesis through Tandem Acylation-Smiles Rearrangement. Org Lett. 2019;21(22):9033-9035doi: 10.1021/acs.orglett.9b03429.
Barlow, H. L., Rabet, P. T. G., Durie, A., Evans, T., & Greaney, M. F. (2019). Arylation Using Sulfonamides: Phenylacetamide Synthesis through Tandem Acylation-Smiles Rearrangement. Organic letters, 21(22), 9033-9035. https://doi.org/10.1021/acs.orglett.9b03429
Barlow, Helen L, et al. "Arylation Using Sulfonamides: Phenylacetamide Synthesis through Tandem Acylation-Smiles Rearrangement." Organic letters vol. 21,22 (2019): 9033-9035. doi: https://doi.org/10.1021/acs.orglett.9b03429
Barlow HL, Rabet PTG, Durie A, Evans T, Greaney MF. Arylation Using Sulfonamides: Phenylacetamide Synthesis through Tandem Acylation-Smiles Rearrangement. Org Lett. 2019 Nov 15;21(22):9033-9035. doi: 10.1021/acs.orglett.9b03429. Epub 2019 Nov 01. PMID: 31674791.
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Org Lett. 2019 Nov 15;21(22):9033-9035. doi: 10.1021/acs.orglett.9b03429. Epub 2019 Nov 01.

Arylation Using Sulfonamides: Phenylacetamide Synthesis through Tandem Acylation-Smiles Rearrangement.

Organic letters

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

Affiliations

  1. School of Chemistry , University of Manchester , Oxford Road , Manchester M13 9PL , United Kingdom.

PMID: 31674791 DOI: 10.1021/acs.orglett.9b03429

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

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