Gold(I)-catalyzed cycloisomerization of vinylidenecyclopropane-enes via carbene or non-carbene processes

De-Yao Li, Yin Wei, Ilan Marek, Xiang-Ying Tang, Min Shi

Research output: Contribution to journalArticlepeer-review

Abstract

Gold catalyzed cycloisomerization of aromatic ring tethered vinylidenecyclopropane-enes provides a divergent synthetic protocol for the construction of O-containing fused heterocycles through controllable carbene or non-carbene related processes. The carbene induced process features a new amphiphilic strategy to generate a gold carbene via a rearrangement of vinylidenecyclopropane. Whereas, the electronic effect of the ortho-substituents switches the reaction mode onto the non-carbene related process, from which five- or six-membered rings are selectively produced through allyl-migration.

Original languageEnglish
Pages (from-to)5519-5525
Number of pages7
JournalChemical Science
Volume6
Issue number10
DOIs
StatePublished - 23 Jun 2015

All Science Journal Classification (ASJC) codes

  • General Chemistry

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