4.8 Article

Silver Triflate Catalyzed Reaction of 2-Alkynylbenzaldoxime with Aryne

Journal

ORGANIC LETTERS
Volume 13, Issue 10, Pages 2552-2555

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol200629y

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Funding

  1. National Natural Science Foundation of China [21032007]
  2. Science & Technology Commission of Shanghai Municipality [09JC1404902]

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A novel and unexpected reaction of 2-alkynylbenzaldoxime with aryne in the presence of silver triflate (10 mol %) under mild conditions is discovered. This reaction proceeds through 6-endo-cyclization, [3 + 2] cycloaddition, and rearrangement, leading to 2-oxa-6-aza-bicyclo[3.2.2]nona-6,8-diene derivatives in moderate to good yields.

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