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Direct Vicinal Difunctionalization of Alkynes: An Efficient Approach Towards the Synthesis of Highly Functionalized Fluorinated Alkenes

Journal

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2015, Issue 13, Pages 2765-2789

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201403507

Keywords

Synthetic methods; Fluorine; Alkynes; Alkenes; Rearrangement

Funding

  1. INSA Rouen, Rouen University
  2. Centre National de la Recherche Scientifique (CNRS)
  3. European Fund for Regional Development (EFRD)
  4. Labex SynOrg [ANR-11-LABX-0029]
  5. Region Haute-Normandie (CRUNCh network)

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The direct vicinal difunctionalization of versatile alkynes is an area of considerable interest. In particular, the concomitant introduction of a functional group and a fluorinated moiety offers new efficient synthetic routes to the construction of highly functionalized olefins, key building blocks in the synthesis of several complex and relevant molecules. This review highlights the major progress that has been made in this field offering an overview of the direct concomitant introduction of a range of functional groups and various fluorinated moieties into alkynes through radical and metal-catalyzed processes. In addition, rearrangement reactions involving molecules containing alkynes and leading to fluorinated alkenes are also carefully depicted.

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