4.8 Article

Palladium-Catalyzed Oxidative Coupling of Trialkylamines with Aryl Iodides Leading to Alkyl Aryl Ketones

Journal

ORGANIC LETTERS
Volume 13, Issue 9, Pages 2184-2187

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol200404z

Keywords

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Funding

  1. Science and Technology of Wenzhou [Y20090243, G20090080]
  2. National Natural Science Foundation of China [20872112, 21002070]
  3. Zhejiang Provincial Natural Science Foundation of China [Y407116, Y4080169]
  4. Wenzhou University [3160601010943]

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A new, simple method for selectively synthesizing alkyl aryl ketones has been developed by palladium-catalyzed oxidative coupling of trialkylamines with aryl iodides. In the presence of PdCl2(MeCN)(2), TBAB, and ZnO, a variety of aryl iodides underwent an oxidative coupling reaction with tertiary amines and water to afford the corresponding alkyl aryl ketones in moderate to excellent yields. It is noteworthy that this method is the first example of using trialkylamines as the carbonyl sources for constructing alkyl aryl ketone skeletons.

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