Litcius/Paper detail

<i>ortho</i>-C–H Acetoxylation of Cubane Enabling Access to Cubane Analogues of Pharmaceutically Relevant Scaffolds

Shota Nagasawa, M. Hosaka, Yoshiharu Iwabuchi

2021Organic Letters22 citationsDOI

Abstract

A novel method of introducing an oxygen functionality into a cubane core was developed using a transition-metal-catalyzed directed acetoxylation methodology via C-H activation. The obtained compounds were derivatized into cubane analogues of pharmaceutically relevant structural motifs, namely, acetylsalicylic acid and coumarin motifs, which could potentially act as bioisosteres of these scaffolds.

Topics & Concepts

CubaneChemistryCombinatorial chemistryStructural motifStereochemistryCoumarinMoleculeOrganic chemistryBiochemistryCatalytic C–H Functionalization MethodsOxidative Organic Chemistry ReactionsRadical Photochemical Reactions
<i>ortho</i>-C–H Acetoxylation of Cubane Enabling Access to Cubane Analogues of Pharmaceutically Relevant Scaffolds | Litcius