4.8 Article

Palladium-Catalyzed Sequential Nucleophilic Addition/Oxidative Annulation of Bromoalkynes with Benzoic Acids To Construct Functionalized Isocoumarins

Journal

ORGANIC LETTERS
Volume 19, Issue 17, Pages 4440-4443

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.7b01919

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Funding

  1. National Key Research and Development Program of China [2016YFA0602900]
  2. National Natural Science Foundation of China [21490572, 21420102003]
  3. Pearl River S&T Nova Program of Guangzhou [201610010160]

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An efficient and robust protocol for the preparation of 3-substituted isocoumarins via palladium-catalyzed nucleophilic addition/oxidative annulation of bromoalkynes with benzoic acids has been developed. Remarkably, preliminary mechanistic studies indicated that the transformation might proceed via a stereo- and regioselective nucleophilic addition and C-H functionalization procedure.

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