4.5 Article

Silver-Nitrite-Assisted In Situ Diazotization Reaction: Cross-Coupling of Anilines with Arylboronic Acids at Room Temperature

Journal

ASIAN JOURNAL OF ORGANIC CHEMISTRY
Volume 4, Issue 6, Pages 521-524

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ajoc.201500063

Keywords

anilines; diazotization; palladium; silver nitrite; Suzuki reaction

Funding

  1. GSK-Singapore partnership for green and sustainable manufacturing (GSM)
  2. Institute of Chemical and Engineering Sciences

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A Pd-catalyzed, convenient, and simple one-pot method for the preparation of unsymmetrical biaryls from anilines is established via an insitu diazotization reaction using silver nitrite (AgONO) as an alternative nitrosating reagent. The protocol works under ligand- and base-free conditions at room temperature and tolerates a variety of functionalized anilines and arylboronic acids leading to the corresponding biaryl products in moderate to good yields.

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