4.8 Article

Boron Perturbed Click Reactions Prompt Aromatic C H Activations**

Journal

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 53, Issue 21, Pages 5414-5417

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201402567

Keywords

alkynes; azides; boron; CH activation; heterocycles

Funding

  1. NSERC of Canada
  2. Canada Research Chair

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The reaction of boron alkynes and boron azides leads to rare N3BC heterocycles resulting from aromatic CH activation of benzene and toluene. While subsequent treatment with PMe3 gave the PB adduct with the exocyclic boron, reaction with PtBu3 effected deprotonation of the heterocycle to give the corresponding phosphonium salt.

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