Communication

Rapid Access to Chroman-3-ones through Gold-Catalyzed Oxidation of Propargyl Aryl Ethers†

  1. Yanzhao Wang,
  2. Dr. Kegong Ji,
  3. Sylvester Lan,
  4. Prof. Dr. Liming Zhang*

Article first published online: 13 JAN 2012

DOI: 10.1002/anie.201107561

Issue

Angewandte Chemie International Edition

Angewandte Chemie International Edition

Volume 51, Issue 8, pages 1915–1918, February 20, 2012

Additional Information

How to Cite

Wang, Y., Ji, K., Lan, S. and Zhang, L. (2012), Rapid Access to Chroman-3-ones through Gold-Catalyzed Oxidation of Propargyl Aryl Ethers. Angew. Chem. Int. Ed., 51: 1915–1918. doi: 10.1002/anie.201107561

Author Information

  1. Department of Chemistry and Biochemistry, University of California, Santa Barbara, CA 93106 (USA) http://www.chem.ucsb.edu/∼zhang/index.html

*Department of Chemistry and Biochemistry, University of California, Santa Barbara, CA 93106 (USA) http://www.chem.ucsb.edu/∼zhang/index.html

  1. †

    We thank the NIGMS (R01 GM084254) and UCSB for generous financial support, and Dr. Guang Wu for helping with X-ray crystallography.

Publication History

  1. Issue published online: 14 FEB 2012
  2. Article first published online: 13 JAN 2012
  3. Manuscript Received: 26 OCT 2011

Funded by

  • NIGMS. Grant Number: R01 GM084254
  • UCSB

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Keywords:

  • carbenes;
  • gold;
  • heterocycles;
  • homogeneous catalysis;
  • oxidation
Thumbnail image of graphical abstract

The two-step: Chroman-3-ones are important intermediates for organic synthesis and medicinal chemistry. However, their syntheses require multiple steps and are not efficient. By using gold-catalyzed alkyne oxidation, this versatile heterocycle can be prepared in only two steps from readily available phenols and with mostly high efficiencies (see scheme).

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