Organic Letters
Letter
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good yields. The reaction displays an excellent functional group
tolerance and is applicable to the late-stage diversification of
druglike scaffolds. In combination with classical organolithium
chemistry, aryl sulfones can be accessed rapidly from two organic
building blocks and sulfur dioxide. The reaction proceeds
through the formation of sulfonyl radicals, which circumvent
issues associated with the analogous thermal nickel-catalyzed
cross-coupling of sulfinates, enabling an efficient transformation
at room temperature. Detailed mechanistic investigations and
application of this method in medicinal chemistry are currently
underway in our laboratory.
ASSOCIATED CONTENT
* Supporting Information
■
S
The Supporting Information is available free of charge on the
Experimental details for all reactions and mechanistic
investigations and analytical details for all products (PDF)
AUTHOR INFORMATION
■
Corresponding Author
ORCID
(12) Very shortly before the submission of this manuscript, Rueping et
al. published a similar sulfone synthesis: Yue, H.; Zhu, C.; Rueping, A.
Notes
The authors declare no competing financial interest.
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G. J.; Naylor, A. M.; Osterloh, I. H.; Gingell, C. Int. J. Impot. Res. 1996, 8,
47.
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(18) The active Ni0 catalyst can be generated by a preceding reduction
of the NiII precatalyst with the photoredox catalyst.
ACKNOWLEDGMENTS
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Financial support by the Fonds der Chemischen Industrie
(Liebig-Fellowship to G.M.) and the German Research
Foundation (DFG) is gratefully acknowledged. We thank Prof.
M. Gobel and Prof. A.Heckel (Goethe-University Frankfurt) for
̈
their support.
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