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Pd-catalyzed ligand-free desulfitative Heck reaction with arenesulfinic acid salts under air

  1. Sai Hu1,
  2. Ping Xia3,
  3. Kai Cheng2,
  4. Chenze Qi2,*

Article first published online: 27 FEB 2013

DOI: 10.1002/aoc.2970

Issue

Applied Organometallic Chemistry

Applied Organometallic Chemistry

Volume 27, Issue 3, pages 188–190, March 2013

Additional Information

How to Cite

Hu S., Xia P., Cheng K. and Qi C. (2013), Pd-catalyzed ligand-free desulfitative Heck reaction with arenesulfinic acid salts under air, Appl. Organometal. Chem.. doi: 10.1002/aoc.2970

Author Information

  1. 1

    College of Materials Science and Chemical Engineering, Ningbo University, Ningbo, People's Republic of China

  2. 2

    Zhejiang Key Laboratory of Alternative Technologies for Fine Chemicals Process, University of Shaoxing, Shaoxing, Zhejiang, Province, People's Republic of China

  3. 3

    College of Chemistry and Chemical Engineering, Henan University of Technology, Zhengzhou, People's Republic of China

*Correspondence to: Chenze Qi, Zhejiang Key Laboratory of Alternative Technologies for Fine Chemicals Process, University of Shaoxing, Shaoxing, Zhejiang Province 312000, People's Republic of China. E-mail: qichenze@usx.edu.cn

Publication History

  1. Issue published online: 27 FEB 2013
  2. Article first published online: 27 FEB 2013
  3. Manuscript Accepted: 26 DEC 2012
  4. Manuscript Revised: 16 DEC 2012
  5. Manuscript Received: 18 SEP 2012

Funded by

  • National Science Foundation of China. Grant Number: 21172149
  • Science Technology Department of Zhejiang Province. Grant Number: 2012R10014-15

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Keywords:

  • Pd-catalyzed;
  • desulfitative coupling, Heck coupling

Palladium-catalyzed cross-coupling reactions of various aryl sulfinic acid salts with a wide variety of vinyl substrates have been achieved in good to excellent yields under simple aerobic conditions at 70°C with the assistance of Cu(II) salts. The reaction can be accelerated by the combination of DMSO with THF. The reported Matsuda–Heck type coupling reactions are tolerant to the common functional groups, making these transformations as attractive alternatives to the traditional cross-coupling approaches. Copyright © 2013 John Wiley & Sons, Ltd.

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