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Palladium-catalyzed carbamate-directed regioselective halogenation: A route to halogenated anilines

Matloubi Moghaddam, F ; Sharif University of Technology | 2016

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  1. Type of Document: Article
  2. DOI: 10.1021/acs.joc.6b00329
  3. Publisher: American Chemical Society , 2016
  4. Abstract:
  5. This study describes an efficient method for ortho-selective halogenation of N-arylcarbamates under mild conditions for the first time. Although being weakly coordinating, N-arylcarbamates act very well as a removable directing group for activation of C-H bonds. The developed procedure results in extremely valuable halogenated N-arylcarbmates that can further be hydrolyzed to halogenated anilines. The obtained reaction conditions showed broad scope and wide functional group tolerance. All the products were formed in good yields with extremely high selectivity
  6. Keywords:
  7. Aniline ; C-H bond ; Directing groups ; High selectivity ; Palladium-catalyzed ; Reaction conditions ; Regioselective halogenation ; Halogenation
  8. Source: Journal of Organic Chemistry ; Volume 81, Issue 9 , 2016 , Pages 3868-3876 ; 00223263 (ISSN)
  9. URL: http://pubs.acs.org/doi/abs/10.1021/acs.joc.6b00329