4.5 Article

Copper-Catalyzed Ring-Opening (3+2) Annulation of Cyclopropenones with Ketoxime Acetates: Access to 1,2-Dihydro-pyrrol-3-ones Bearing a Quaternary Carbon Center

期刊

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
卷 2022, 期 18, 页码 -

出版社

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.202200110

关键词

Annulation; Copper; Cyclopropenones; C-N splicing unit; Ketoxime acetates

资金

  1. National Natural Science Foundation of China [22171029, 21901024, 21871252, 21801024, 21801026]
  2. Sichuan Science and Technology Program [2021YFS0315]
  3. Material Evidence Identification Center of ministry of Public Security [2019CSEEKFKT06]

向作者/读者索取更多资源

A Cu(I)-catalyzed ring-opening (3+2) annulation of cyclopropenones with ketoxime acetates has been developed, leading to highly functional 1,2-dihydro-pyrrol-3-one derivatives in good isolated yields. The scalability of the reaction has been demonstrated, and a tentative mechanism for the (3+2) annulation has been proposed.
A Cu(I)-catalyzed ring-opening (3+2) annulation of cyclopropenones with ketoxime acetates has been developed. In disclosed protocol, ketoxime acetates are selected as C-N splicing unit to participate in the transformation process, furnishing a sequence of highly functional 1,2-dihydro-pyrrol-3-one derivatives in good isolated yields. Besides, scale-up reaction is conducted to demonstrate the practicability of developed methodology and a tentative mechanism for (3+2) annulation is also proposed.

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