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Issue 24, 2018
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Modular access to functionalized 5–8–5 fused ring systems via a photoinduced cycloisomerization reaction

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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

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Publication details

The article was received on 02 Mar 2018, accepted on 22 May 2018 and first published on 25 May 2018


Article type: Edge Article
DOI: 10.1039/C8SC00999F
Citation: Chem. Sci., 2018,9, 5389-5393
  • Open access: Creative Commons BY license
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    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

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