4.7 Article

1,3-Dipolar Cycloaddition Reactions of Vinylidenecyclopropane-Diesters with Aromatic Diazomethanes Generated in Situ

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 75, Issue 7, Pages 2296-2301

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jo100105k

Keywords

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Funding

  1. Shanghai Municipal Committee of Science and Technology [06XD14005, 08dj1400100-2]
  2. National Basic Research Program of China [(973)-2009CB825300]
  3. National Natural Science Foundation of China [20872162, 2206722127, 20821002, 20732008, 20702059]

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1,3-Dipolar cycloaddition reactions of VDCP-diesters with aromatic diazomethanes generated ill situ from the corresponding aromatic aldehydes and tosylhydrazine mediated by base produce pyrazole derivatives in good yields under mild conditions. A plausible reaction mechanism has been proposed on the basis of control experiments along with the discussion Oil the regioselectivity.

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