4.5 Article

Decarboxylative Julia- Kocienski gem- Difluoro- Olefination of 2-Pyridinyl Sulfonyldifluoroacetate

Journal

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2014, Issue 5, Pages 928-932

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201301654

Keywords

Fluorine; Decarboxylation; Sulfur; Olefination; Aldehydes

Funding

  1. National Natural Science Foundation of China (NSFC) [21032006, 21172240]
  2. 973 Program of China [2012CBA01200]
  3. Chinese Academy of Sciences

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The decarboxylation of potassium 2-pyridinyl sulfonyldifluoroacetate and its subsequent reaction with aldehydes was found to be an efficient approach for the Julia-Kocienski reaction under mild conditions to give gem-difluoro olefins in moderate to excellent yields. Owing to its high stability in the pure state and its easy decarboxylation in polar solvents, potassium 2-pyridinyl sulfonyldifluoroacetate is expected to be an efficient gem-difluoro-olefination reagent.

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