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
a   Department of Chemistry, The University of Manchester, Oxford Road, Manchester, M13 9PL, UK
,
Michaela Čierna
a   Department of Chemistry, The University of Manchester, Oxford Road, Manchester, M13 9PL, UK
,
Bradley D. Cooper
a   Department of Chemistry, The University of Manchester, Oxford Road, Manchester, M13 9PL, UK
,
Thomas D. Harris
a   Department of Chemistry, The University of Manchester, Oxford Road, Manchester, M13 9PL, UK
,
Ethan R. X. Lim
a   Department of Chemistry, The University of Manchester, Oxford Road, Manchester, M13 9PL, UK
,
Jonathan R. Carney
b   Chemical Development, Pharmaceutical Technology & Development, Operations, AstraZeneca, Macclesfield, SK10 2NA, UK
,
a   Department of Chemistry, The University of Manchester, Oxford Road, Manchester, M13 9PL, UK
› Institutsangaben
J.D.L. and B.D.C. thank The University of Manchester for PhD studentships. M.Č. thanks the National Scholarship Programme of the Slovak Republic (Slovak Academic Information Agency) and the Slovak University of Technology in Bratislava for financial support. T.D.H. thanks AstraZeneca for a PhD studentship. E.R.X.L. thanks the EPSRC Centre for Doctoral Training in Integrated Catalysis (EPSRC grant: EP/S023755/1) for a PhD studentship.


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.

Supporting Information



Publikationsverlauf

Eingereicht: 16. Februar 2024

Angenommen nach Revision: 27. März 2024

Accepted Manuscript online:
27. März 2024

Artikel online veröffentlicht:
15. April 2024

© 2024. Thieme. All rights reserved

Georg Thieme Verlag KG
Rüdigerstraße 14, 70469 Stuttgart, Germany

 
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