4.6 Article

Photoredox/Cobalt Dual-Catalyzed Decarboxylative Elimination of Carboxylic Acids: Development and Mechanistic Insight

Journal

CHEMISTRY-A EUROPEAN JOURNAL
Volume 26, Issue 54, Pages 12454-12471

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.202001952

Keywords

cobaloxime; decarboxylative; dual catalysis; hydrogen evolution; photoredox

Funding

  1. National Science Foundation [CHE-1800147]
  2. Kansas Bioscience Authority Rising Star program
  3. NSF Academic Research Infrastructure Grant [9512331]
  4. NIH Shared Instrumentation Grant [S10RR024664]
  5. NSF Major Research Instrumentation Grant [0320648]
  6. Division Of Chemistry
  7. Direct For Mathematical & Physical Scien [0320648] Funding Source: National Science Foundation
  8. Div Of Biological Infrastructure
  9. Direct For Biological Sciences [9512331] Funding Source: National Science Foundation

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Recently, dual-catalytic strategies towards the decarboxylative elimination of carboxylic acids have gained attention. Our lab previously reported a photoredox/cobaloxime dual catalytic method that allows the synthesis of enamides and enecarbamates directly fromN-acyl amino acids and avoids the use of any stoichiometric reagents. Further development, detailed herein, has improved upon this transformation's utility and further experimentation has provided new insights into the reaction mechanism. These new developments and insights are anticipated to aid in the expansion of photoredox/cobalt dual-catalytic systems.

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