4.4 Article

Nickel-catalyzed intramolecular C-H arylation using aryl pivalates as electrophiles

Journal

TETRAHEDRON
Volume 69, Issue 27-28, Pages 5780-5790

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2013.04.096

Keywords

C-H activation; Nickel; Arylation; Catalysis; C-O electrophiles

Funding

  1. St. Olaf College
  2. CURI (Collaborative Undergraduate Research and Inquiry) program at St. Olaf College
  3. American Chemical Society Petroleum Research Fund (PRF) [52224-UNI3]

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This paper describes a method for nickel catalyzed intramolecular C-H arylation using aryl pivalates as electrophiles. The transformation is efficient for the synthesis of diverse electronically and sterically differentiated dibenzofurans. Additionally, the method could be expanded toward the synthesis of carbazoles. Preliminary mechanistic studies of the transformation are also described. (C) 2013 Elsevier Ltd. All rights reserved.

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