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Facile Synthesis of 2,2-Diacyl Spirocyclohexanones via an N-Heterocyclic Carbene-Catalyzed Formal [3C + 3C] Annulation

  • Northwestern Polytechnical University Xian
  • Nanjing Tech University

Research output: Contribution to journalArticlepeer-review

40 Scopus citations

Abstract

A novel strategy for the construction of 2,2-diacyl spirocyclohexanones 3 has been demonstrated on the basis of an NHC-catalyzed [3C + 3C] annulation of potassium 2-oxo-3-enoates with 2-ethylidene 1,3-indandiones. Furthermore, enantioenriched 3 was obtained in good to excellent yields with good enantioselectivities when chiral N-heterocyclic carbene (NHC) was employed. Notably, ring opening of the resulting 2,2-diacyl spirocyclohexanones 3 with hydrazine led to the formation of phthalazinones in good to excellent yields.

Original languageEnglish
Pages (from-to)926-930
Number of pages5
JournalOrganic Letters
Volume21
Issue number4
DOIs
StatePublished - 15 Feb 2019

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