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Updated: May 17, 2025

Synthesis of pH Dependent Pyrazole, Imidazole, and Isoindolone Dipyrrinone Fluorophores using a Claisen-Schmidt Condensation Approach
Published on: June 10, 2021
Pyrone Isomerization Enabled Divergent Access to Multisubstituted Biaryl Phenol via Relay Claisen Rearrangement
Jialin Wang1, Mingluo He1, Tongxiang Cao1
1Key Lab of Functional Molecular Engineering of Guangdong Province, School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou 510640, China.
Abstract:
Arene isomerization can simultaneously edit the arene backbone and its periphery, thereby bridging the independent chemistry of two distinct arenes. Herein, a facile pyrone isomerization approach for the divergent synthesis of five- and sixfold-substituted biaryl phenols is achieved by using a relay Claisen rearrangement as a crucial step. This catalyst-free isomerization reaction features high step, atom, and redox economy by transferring the innate oxidation state of pyrone into the biaryl phenols. Additionally, an intriguing self-activation phenomenon was observed, which enabled the selective dienone-phenol rearrangement of the aryl group.
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