Jump to main content
Jump to site search
Access to RSC content Close the message box

Continue to access RSC content when you are not at your institution. Follow our step-by-step guide.


Issue 24, 2018
Previous Article Next Article

Modular access to functionalized 5–8–5 fused ring systems via a photoinduced cycloisomerization reaction

Author affiliations

Abstract

A 5–8–5 carbocyclic ring system forms the core of over 30 distinct natural products. Several members of this family have gained attention for their diverse activity in cell culture. In these cases, biological function is mediated by the arrangement of substituents around a conserved 5–8–5 nucleus. Despite the potential applications of this privileged substructure in medicinal chemistry, modular strategies for its assembly are underdeveloped. Herein, we describe a cycloisomerization reaction that forms the 5–8–5 framework directly. This strategy uniquely allows access to gram quantities of this valuable scaffold in four steps.

Graphical abstract: Modular access to functionalized 5–8–5 fused ring systems via a photoinduced cycloisomerization reaction

Back to tab navigation

Supplementary files

Article information


Submitted
02 Mar 2018
Accepted
22 May 2018
First published
25 May 2018

This article is Open Access
All publication charges for this article have been paid for by the Royal Society of Chemistry

Chem. Sci., 2018,9, 5389-5393
Article type
Edge Article

Modular access to functionalized 5–8–5 fused ring systems via a photoinduced cycloisomerization reaction

A. E. Salvati, J. A. Law, J. Liriano and J. H. Frederich, Chem. Sci., 2018, 9, 5389
DOI: 10.1039/C8SC00999F

This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. Material from this article can be used in other publications provided that the correct acknowledgement is given with the reproduced material.

Reproduced material should be attributed as follows:

  • For reproduction of material from NJC:
    [Original citation] - Published by The Royal Society of Chemistry (RSC) on behalf of the Centre National de la Recherche Scientifique (CNRS) and the RSC.
  • For reproduction of material from PCCP:
    [Original citation] - Published by the PCCP Owner Societies.
  • For reproduction of material from PPS:
    [Original citation] - Published by The Royal Society of Chemistry (RSC) on behalf of the European Society for Photobiology, the European Photochemistry Association, and RSC.
  • For reproduction of material from all other RSC journals:
    [Original citation] - Published by The Royal Society of Chemistry.

Information about reproducing material from RSC articles with different licences is available on our Permission Requests page.


Social activity

Search articles by author

Spotlight

Advertisements