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“One-Pot” Tandem C−H Borylation/1,4-Conjugate Addition/Reduction Sequence

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Department of Chemistry, Durham University, South Road, Durham, DH1 3LE, U.K., and GlaxoSmithKline R&D, Medicines Research Centre, Gunnels Wood Road, Hertfordshire, Stevenage, SG1 2NY, U.K.
[email protected]; [email protected]
†Durham University.
‡GlaxoSmithKline.
Cite this: Org. Lett. 2010, 12, 24, 5700–5703
Publication Date (Web):November 15, 2010
https://doi.org/10.1021/ol102518v
Copyright © 2010 American Chemical Society
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    Abstract

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    A microwave-assisted, one-pot, iridium-catalyzed aromatic C−H borylation/rhodium-catalyzed 1,4-conjugate addition sequence provides a highly robust protocol suitable for high-throughput array synthesis. Selective formation of either β-aryl-substituted ketones or the corresponding alcohols can be achieved in good overall yields by simple variation of the reaction conditions.

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