4.7 Article

Metal Cocatalyzed Tandem Alkynylative Cyclization Reaction of in Situ Formed N-Iminoisoquinolinium Ylides with Bromoalkynes via C-H Bond Activation

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 77, Issue 18, Pages 8092-8098

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jo3013429

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Funding

  1. National Natural Science Foundation of China [20962010, 21162012]
  2. Jiangxi Provincial Department of Science and Technoloy (for Jiangxis Key Laboratory of Green Chemistry)

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Silver triflate and copper(I) iodide cocatalyzed direct alkynylation and cyclization reaction of in situ formed N-iminoisoquinolinium ylides with bromoalkynes is described. The reaction proceeds efficiently through a combination of C-H activation and subsequent tandem reaction in one pot, leading to diverse H-pyrazolo[5,1-a]isoquinolines in good yields under mild reaction conditions.

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