4
Tetrahedron
of pyrazolines and isoxazolines with anti-malarial activity57 and
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Conclusion
The reaction between aryl Grignard or aryl lithium reagents
and DABSO is a convenient and safe route to a wide range of
sodium arylsulfinates. Although both electron poor and electron
rich aryl bromides can be used, higher yields were obtained with
electron poor substrates. Sixteen examples of sodium
arylsulfinates were prepared including four heteroaryl sulfinates,
and sodium 4-biphenyl sulfinate which is not accessible through
reduction of the corresponding sulfonyl chlorides. Furthermore,
the use of this sodium sulfinate in Pd(II) catalyzed addition to
acetonitrile was demonstrated. The route via aryl lithium reagents
generally gives higher yields of the desired product, although for
the synthesis of sodium 4-biphenyl sulfinate the route via the
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Acknowledgments
This research was supported by Uppsala University and the
Knut and Alice Wallenberg Foundation.
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Supplementary data (experimental details, LCMS, GCMS, H
NMR, 13C NMR, 19F NMR and HRMS spectra) associated with
this article can be found, in the online version, at DOI:
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