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Practical Ni-catalyzed aryl-alkyl cross-coupling of secondary redox-active esters

Academic Article
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Overview

related to degree

  • Edwards, Jacob, Ph.D. in Chemistry, Scripps Research 2014 - 2018
  • Gianatassio, Ryan, Ph.D. in Chemistry, Scripps Research 2011 - 2015

authors

  • Cornella, J.
  • Edwards, Jacob
  • Qin, T.
  • Kawamura, S.
  • Wang, J.
  • Pan, C. M.
  • Gianatassio, Ryan
  • Schmidt, M.
  • Eastgate, M. D.
  • Baran, Phil

publication date

  • 2016

journal

  • Journal of the American Chemical Society  Journal

abstract

  • A new transformation is presented that enables chemists to couple simple alkyl carboxylic acids with aryl zinc reagents under Ni-catalysis. The success of this reaction hinges on the unique use of redox-active esters that allow one to employ such derivatives as alkyl halides surrogates. The chemistry exhibits broad substrate scope and features a high degree of practicality. The simple procedure and extremely inexpensive nature of both the substrates and pre-catalyst (NiCl2ยท6H2O, ca. $9.5/mol) bode well for the immediate widespread adoption of this method.
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Identity

PubMed Central ID

  • PMC4768290

International Standard Serial Number (ISSN)

  • 0002-7863

Digital Object Identifier (DOI)

  • 10.1021/jacs.6b00250

PubMed ID

  • 26835704
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Additional Document Info

start page

  • 2174

end page

  • 2177

volume

  • 138

issue

  • 7

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