1,3-Diketones from Acid Chlorides and Ketones:  A Rapid and General One-Pot Synthesis of Pyrazoles

Stephen T. Heller* and Swaminathan R. Natarajan
Department of Medicinal Chemistry, Merck Research Laboratories, P.O. Box 2000, Rahway, New Jersey 07065
Org. Lett., 2006, 8 (13), pp 2675–2678
DOI: 10.1021/ol060570p
Publication Date (Web): May 27, 2006
Copyright © 2006 American Chemical Society
*

In papers with more than one author, the asterisk indicates the name of the author to whom inquiries about the paper should be addressed.

, stephen_heller@merck.com

Abstract

Abstract Image

1,3-Diketones were synthesized directly from ketones and acid chlorides and were then converted in situ into pyrazoles by the addition of hydrazine. This method is extremely fast, general, and chemoselective, allowing for the synthesis of previously inaccessible pyrazoles and synthetically demanding pyrazole-containing fused rings.

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History

  • Published In Issue June 22, 2006
  • Received March 8, 2006
    Revised May 10, 2006

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