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Cascade Amination and Acetone Monoarylation with Aryl Iodides by Palladium/Norbornene Cooperative Catalysis

  • Wai Chung Fu
  • , Bin Zheng
  • , Qingyang Zhao
  • , Wesley Ting Kwok Chan
  • , Fuk Yee Kwong*
  • *Corresponding author for this work

Research output: Journal Publications and ReviewsRGC 21 - Publication in refereed journalpeer-review

Abstract

A palladium/norbornene cocatalyzed three-component reaction of aryl iodides, O-benzoylhydroxylamines, and acetone is reported. o′-Aminoaryl acetones or o,o′-diaminoaryl acetones are efficiently prepared via tandem ortho-C-H amination/ipso-C-I α-arylation sequence, and the regiospecificity has been confirmed by X-ray analysis. The proposed method addresses the condensation/amination of free-N-H-bearing substrates in acetone monoarylations and the synthesis of extremely congested 2,6-disubstituted aryl acetones. © 2017 American Chemical Society.

Original languageEnglish
Pages (from-to)4335-4338
Number of pages4
JournalOrganic Letters
Volume19
Issue number16
Online published31 Jul 2017
DOIs
Publication statusPublished - 18 Aug 2017
Externally publishedYes

Funding

We thank RGC of Hong Kong (GRF: 153367/16P; CRF: C5023-14G; and PolyU11/CRF/13E [X-ray equipment]) for financial support. National Natural Science Foundation of China (Grant No. 21602172) is gratefully acknowledged.

RGC Funding Information

  • RGC-funded

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