4.5 Article

Construction of Multi-Substituted Benzenes via NHC-Catalyzed Reactions of Carboxylic Esters

Journal

CHINESE JOURNAL OF CHEMISTRY
Volume 36, Issue 4, Pages 333-337

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/cjoc.201700773

Keywords

N-heterocyclic carbene; carboxylic ester; benzene synthesis; organocatalysis; TEMPO oxidation

Funding

  1. National Natural Science Foundation of China [21472028]
  2. National Key Technologies RD Program [2014BAD23B01]
  3. Thousand Talent Plan
  4. 10 Talent Plan (Shicengci) of Guizhou Province
  5. Guizhou Province Returned Oversea Student Science and Technology Activity Program
  6. Guizhou University (China)

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A carbene-catalyzed ester activation reaction for the synthesis of multi-substituted benzenes is developed. Tetra-substituted benzene compounds are efficiently synthesized through this methodology. Compared with aldehyde substrates used in previous reports, the ester substrates used here are much more readily available and inexpensive. In addition, the TEMPO oxidant used here is more inexpensive than the quinones commonly used in related carbene-catalyzed reactions.

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