4.8 Article

Merging Photoredox and Nickel Catalysis: The Direct Synthesis of Ketones by the Decarboxylative Arylation of -Oxo Acids

Journal

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 54, Issue 27, Pages 7929-7933

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201501908

Keywords

arylation; decarboxylation; nickel catalysis; photoredox catalysis; -oxo acids

Funding

  1. NIH General Medical Sciences (NIHGMS) [R01 GM093213-01]
  2. Shanghai Institute of Organic Chemistry

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The direct decarboxylative arylation of -oxo acids has been achieved by synergistic visible-light-mediated photoredox and nickel catalysis. This method offers rapid entry to aryl and alkyl ketone architectures from simple -oxo acid precursors via an acyl radical intermediate. Significant substrate scope is observed with respect to both the oxo acid and arene coupling partners. This mild decarboxylative arylation can also be utilized to efficiently access medicinal agents, as demonstrated by the rapid synthesis of fenofibrate.

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