4.8 Article

Copper-Catalyzed Borylative Cyclization of in Situ Generated o-Allenylaryl Nitriles with Bis(pinacolato)diboron

Journal

ORGANIC LETTERS
Volume 19, Issue 13, Pages 3398-3401

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.7b01355

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Funding

  1. National Key Research and Development Program [2016YFA0202900]
  2. National Natural Science Foundation of China [21421091]
  3. Chinese Academy of Sciences [XDB20000000]

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A Cu-catalyzed cascade borylcupration/cyclization of in situ generated allene-nitriles with B(2)pin(2) has been developed, which provides highly substituted 3-boryl-1-naphthylamines with excellent regioselectivity and wide functional group compatibility. It has been shown that, for the first time, the catalytically generated allylcopper species can be captured-by a cyano group from a normal nitrile to furnish a carbocycle.

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