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Alkylating Reagents Employed in Catellani-Type Reactions

Journal

CHEMISTRY-A EUROPEAN JOURNAL
Volume 24, Issue 58, Pages 15461-15476

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201802818

Keywords

alkylation; cooperative effects; homogeneous catalysis; palladium; synthesis design

Funding

  1. National Natural Science Foundation of China [21602161, 21871213, 21801193]
  2. National 1000-Youth Talents Plan
  3. Innovation Team Program of Wuhan University [2042017kf0232]
  4. start-up funding from Wuhan University
  5. China Postdoctoral Science Foundation [2016M602339]

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The Catellani reaction is a powerful strategy that allows the expeditious synthesis of highly substituted arenes, which are not easily accessible through traditional transition-metal-catalyzed cross-coupling reactions. This reaction utilizes the synergistic interplay of palladium and norbornene catalysis to facilitate sequential ortho-C-H functionalization and ipso termination of aryl iodides in a single operation. Since pioneering work by the group of Catellani in 1997, and later by the group of Lautens, this chemistry has attracted considerable attention from the synthetic chemistry community. Dramatic progress has been made by a number of groups in the past two decades. In this Minireview, the alkylating reagents employed in this intriguing reaction and the corresponding applications in organic synthesis are summarized; thus complementing existing reviews to inspire future developments.

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