AI Article Synopsis

  • Tetrahydrocarbazoles and perhydrocyclohepta[b]indoles can undergo a catalytic cascade reaction with singlet oxygen in an alkaline environment, resulting in the formation of chiral tricyclic compounds.
  • The products created from this process are novel synthetic equivalents of rare C,N-diacyliminium ions.
  • These new compounds can be further modified or functionalized using phosphoric acid organocatalysis.

Article Abstract

Tetrahydrocarbazoles and perhydrocyclohepta[b]indoles undergo a catalytic cascade singlet oxygenation in alkaline medium, which leads to chiral tricyclic perhydropyrido- and perhydroazepino[1,2-a]indoles in a single operation. These photooxygenation products are new synthetic equivalents of uncommon C,N-diacyliminium ions and can be functionalized with the aid of phosphoric acid organocatalysis.

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http://www.ncbi.nlm.nih.gov/pmc/articles/PMC7384090PMC
http://dx.doi.org/10.1002/anie.202007549DOI Listing

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