4.4 Article

Catalyst-Free Oxidative [3+2] Cycloaddition of Phenols and Styrenes in the Presence of a 2,3-Dichloro-5,6-dicyano-1,4-benzoquinone/1,1,1,3,3,3-hexafluoropropan-2-ol System

Journal

SYNLETT
Volume 28, Issue 19, Pages 2619-2623

Publisher

GEORG THIEME VERLAG KG
DOI: 10.1055/s-0036-1589082

Keywords

phenols; styrenes; cyclization; oxidation; dihydrobenzofurans

Funding

  1. Open Foundation of Key Laboratory of Synthetic and Natural Functional Molecule Chemistry of the Ministry of Education of China
  2. Science and Technology Program of Xi'an City
  3. Shaanxi Province [2017KW-066]

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A catalyst-free oxidative [3+2] cycloaddition of phenols and styrenes was developed with 2,3-dichloro-5,6-dicyano-1,4-benzoquinone as the oxidant and 1,1,1,3,3,3-hexafluoropropan-2-ol as the solvent at room temperature. With this method, a broad range of dihydrobenzofurans were efficiently and quickly obtained from readily available phenols and styrenes.

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