Ru(ii)-catalyzed cascade cis carbohalogenation and cyclization of alkyne-tethered cyclohexadienones for synthesizing tetrasubstituted alkenes

  • Xiaoli Huang
  • , Cui Yi
  • , Ruji Xiong
  • , Meiqi Bai
  • , Yuhai Tang
  • , Silong Xu
  • , Yang Li

Research output: Contribution to journalArticlepeer-review

5 Scopus citations

Abstract

We have established an efficient ruthenium(ii)-catalyzed cis carbohalogenation and carbooxygenation cyclization of internal alkyne-tethered cyclohexadienones with halide and acetate ions, which produces a series of alkenyl halides and acetates with hydrobenzofuran skeletons in high yields and features high atom economy and regio- and stereoselectivity. Furthermore, the obtained hydrobenzofuran products can easily undergo aromatization and subsequent cross-coupling reactions, which provide a novel and stereoselective approach to synthesize tetrasubstituted alkenes, particularly diarylalkenes and triarylalkenes.

Original languageEnglish
Pages (from-to)2572-2578
Number of pages7
JournalOrganic Chemistry Frontiers
Volume11
Issue number9
DOIs
StatePublished - 12 Mar 2024

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