4.7 Article

Iron-Catalyzed Regioselective Hydroaryloxylation of CC Triple Bonds: An Efficient Synthesis of 2H-1-Benzopyran Derivatives

Journal

ADVANCED SYNTHESIS & CATALYSIS
Volume 351, Issue 16, Pages 2599-2604

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.200900483

Keywords

benzopyrans; hydroaryloxylation; iron catalysis; naphthopyrans; regioselective cyclization

Funding

  1. National Natural Science Foundation of China [20572025, 20872037]
  2. Lab of Organic Functional Molecules
  3. Sino-French Institute of ECNU

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An efficient, regioselective, iron-catalyzed intramolecular hydroaryloxylation of 2-propargylphenols or naphthols is reported. The reactions proceed through an endo-dig cyclization to afford benzopyran or naphthopyran derivatives in good to high yields using iron(III) chloride as the catalyst with the assistance of aniline in dimethylformamide (DMF).

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