Denitrative Sulfonylation of Nitroarenes with Sodium Sulfinates

Jonathan Da Luz; Michaela Čierna; Bradley D. Cooper; Thomas D. Harris; Ethan R. X. Lim; Jonathan R. Carney; Michael J. James

doi:10.1055/a-2295-8639

Synthesis, Inhaltsverzeichnis

Synthesis 2024; 56(21): 3253-3260
DOI: 10.1055/a-2295-8639

paper

Special Issue PSRC-10 (10th Pacific Symposium on Radical Chemistry)

Denitrative Sulfonylation of Nitroarenes with Sodium Sulfinates

Jonathan Da Luz

^aDepartment of Chemistry, The University of Manchester, Oxford Road, Manchester, M13 9PL, UK

,

Michaela Čierna

^aDepartment of Chemistry, The University of Manchester, Oxford Road, Manchester, M13 9PL, UK

,

Bradley D. Cooper

^aDepartment of Chemistry, The University of Manchester, Oxford Road, Manchester, M13 9PL, UK

,

Thomas D. Harris

^aDepartment of Chemistry, The University of Manchester, Oxford Road, Manchester, M13 9PL, UK

,

Ethan R. X. Lim

^aDepartment of Chemistry, The University of Manchester, Oxford Road, Manchester, M13 9PL, UK

,

Jonathan R. Carney

^bChemical Development, Pharmaceutical Technology & Development, Operations, AstraZeneca, Macclesfield, SK10 2NA, UK

,

Michael J. James

^aDepartment of Chemistry, The University of Manchester, Oxford Road, Manchester, M13 9PL, UK

› Institutsangaben

Abstract

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Abstract

A one-step method to convert nitroarenes into aryl sulfones under operationally simple, transition-metal-free conditions is described. A range of nitroarenes were reacted with sodium sulfinates and caesium carbonate in N,N′-dimethylpropyleneurea to afford aryl sulfones in up to 83% yield.

Key words

denitrative functionalisation - sulfonylation - nitroarenes - aryl sulfones - transition-metal-free

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Referenzen

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