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Synfacts 2014; 10(12): 1305
DOI: 10.1055/s-0034-1379413
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart · New York

Copper-Mediated Bis-anilide Cyclization by Double C–H/Ar–H Coupling

Contributor(s):
Paul Knochel
,
Diana Haas
Drouhin P, Hurst TE, Whitwood AC, Taylor RJ. K * University of York, UK
Copper-Mediated Construction of Spirocyclic Bis-oxindoles via a Double C–H, Ar–H Coupling Process.

Org. Lett. 2014;
16: 4900-4903
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Further Information

Publication History

Publication Date:
18 November 2014 (online)

 
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Key words

copper - spirocycles - bis-oxindoles - coupling

Significance

Taylor and co-workers report a copper(II)-mediated cyclization for the synthesis of spirocyclic bis-oxindoles. The formation of two all-carbon quaternary centers, which proceeds in a diastereoselective manner, leads to the desired products in fair to good yields.


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Comment

In addition, the method was extended to the preparation of bis-oxindoles with an acyclic carbon chain and a diketone linker.


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