4.8 Article

C-N Bond Cleavage of Allylic Amines via Hydrogen Bond Activation with Alcohol Solvents in Pd-Catalyzed Allylic Alkylation of Carbonyl Compounds

Journal

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 133, Issue 48, Pages 19354-19357

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ja209373k

Keywords

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Funding

  1. National Nature Science Foundation of China [20972095, 21172143]
  2. Science and Technology Commission of Shanghai Municipality [10dz1910105]
  3. Nippon Chemical Industrial Co., Ltd.

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Hydrogen-bond-activated C-N bond cleavage of allylic amines was realized in Pd-catalyzed allylic alkylation to form the C-C bond product. The method could be expanded to a series of allylic amines and carbonyl compounds with excellent results. It provides a new and convenient access to C-C bond formation based on Pd-catalyzed allylic alkylation of allylic amines by using only inexpensive alcohol solvents.

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