Reaction of N-Monosubstituted Hydrazones with Nitroolefins:  A Novel Regioselective Pyrazole Synthesis

Xiaohu Deng* and Neelakandha S. Mani
Department of Drug Discovery, Johnson & Johnson Pharmaceutical R&D LLC, 3210 Merryfield Row, San Diego, California 92121
Org. Lett., 2006, 8 (16), pp 3505–3508
DOI: 10.1021/ol061226v
Publication Date (Web): July 7, 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.

, xdeng@prdus.jnj.com

Abstract

Abstract Image

A novel regioselective synthesis of substituted pyrazoles from N-monosubstituted hydrazones and nitroolefins is described. The reaction is performed in a one-pot manner and the yields range from moderate to excellent. A key nitropyrazolidine intermediate is characterized and a plausible mechanism is proposed.

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History

  • Published In Issue August 03, 2006
  • Received May 18, 2006

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