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Updated: Apr 14, 2026

Efficient Synthesis of Polyfunctionalized Benzenes in Water via Persulfate-promoted Benzannulation of α,β-Unsaturated Compounds and Alkynes
Published on: December 16, 2019
Transition-metal-free benzannulation for diverse and polyfunctionalized biaryl formation
Tej Narayan Poudel1, Yong Rok Lee1
1School of Chemical Engineering, Yeungnam University, Gyeongsan 712-749, Republic of Korea.
Abstract:
A novel and efficient synthesis of highly functionalized and diverse biaryls via mild base-promoted transition-metal-free benzannulation was achieved in good yield from readily available β-ketoesters, β-ketoamides, or 1,3-diketones with cinnamaldehydes or aryl aldehydes. This transformation comprises a sequence of the formation of three new bonds through multicomponent reactions as a one-pot procedure. This novel biaryl formation proceeds through domino Michael addition/intramolecular and intermolecular aldol/[1,5]-hydrogen shift/tautomerization. This protocol provides a great advantage in introducing various functional groups on the aromatic ring of biaryls.
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