4.8 Article

Zinc-Mediated Mannich-Type Reaction of 2,2,2-Trifluorodiazoethane with Imines: Access to β-CF3-Amines

Journal

ORGANIC LETTERS
Volume 20, Issue 22, Pages 6994-6997

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.8b02816

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Funding

  1. National Natural Science Foundation of China [21472137, 21532008, 21772142]
  2. National Basic Research Program of China [2014CB745100]

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A zinc-mediated Mannich-type transformation of 2,2,2-trifluorodiazoethane with a series of imines has been described. This method provides facile access to a wide range of trifluorodiazoethyl-substituted amines in moderate to high yields under mild conditions. The synthetic utility of the afforded adducts is demonstrated by further transformations to valuable beta-CF3-amines.

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