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Updated: Sep 10, 2025

Microwave-assisted Intramolecular Dehydrogenative Diels-Alder Reactions for the Synthesis of Functionalized Naphthalenes/Solvatochromic Dyes
Published on: April 1, 2013
Visible-light-promoted tandem radical fluoroalkylation/cyclization to access fluoroalkyl-containing
Yuanyuan Ren1, Yuxiu Zhou1, Xiaona Pan1
1College of Chemistry and Chemical Engineering, Northwest Normal University, Lanzhou, Gansu, 730070, P. R. China. huyl@nwnu.edu.cn.
Abstract:
A visible-light-induced cascade radical fluoroalkylation/cyclization of o-hydroxyaryl enaminones/2-(allyloxy)benzaldehydes with CF3Br/1,2-dibromotetrafluoroethane in the presence of fac-IrIII(ppy)3 and K2HPO4 has been developed, which efficiently provides 3-fluoroalkyl-substituted chromone and chroman-4-one derivatives in good yields. In particular, the industrially available and low cost CF3Br and 1,2-dibromotetrafluoroethane are used as fluoroalkyl reagents in this process, endowing the process with the potential to be used on a large scale. The mechanism was proposed based on the control experiments. The protocol also has the advantages of broad substrate scope and green energy source.
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