Rh-Catalyzedand Self-Directed Aromatic C–HActivation of Enaminones to Divergent Alkenylated and Annulated Compounds

By means of simple Rh catalysis, the direct activation of the <i>ortho</i>-C–H bond in aryl enaminones has been realized with the enaminone structure as a traceless directing fragment. The products resulting from C–H alkenylation and further annulation via intramolecular C–H bond addition could be accessed depending upon the structure of alkenes. The annulated products could be used for the easy synthesis of valuable 2-aza-fluorenones in a one-pot operation by employing NH<sub>4</sub>OAc.

Publication Details

Journal
Figshare
Published
2025-02-27
DOI
https://doi.org/10.1021/acs.orglett.5c00213.s001
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
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Rh-Catalyzedand Self-Directed Aromatic C–HActivation of Enaminones to Divergent Alkenylated and Annulated Compounds

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Catalytic C–H Functionalization Methods
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Rh-Catalyzedand Self-Directed Aromatic C–HActivation of Enaminones to Divergent Alkenylated and Annulated Compounds

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Abstract

By means of simple Rh catalysis, the direct activation of the <i>ortho</i>-C–H bond in aryl enaminones has been realized with the enaminone structure as a traceless directing fragment. The products resulting from C–H alkenylation and further annulation via intramolecular C–H bond addition could be accessed depending upon the structure of alkenes. The annulated products could be used for the easy synthesis of valuable 2-aza-fluorenones in a one-pot operation by employing NH<sub>4</sub>OAc.

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Catalytic C–H Functionalization Methods
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Rh-Catalyzedand Self-Directed Aromatic C–HActivation of Enaminones to Divergent Alkenylated and Annulated Compounds · Figshare (2025) | TGRS Research Map | TGRS