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Efficient synthesis of trisubstituted pyrazoles and isoxazoles using a traceless "catch and release" solid-phase

Wenli Ma1, Brian Peterson, Andrew Kelson

  • 1Department of Chemistry, Telik, Inc., 3165 Porter Drive, Palo Alto, CA 94304, USA.

Journal of Combinatorial Chemistry
|May 23, 2009
PubMed

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Treating arylamines with nitrous acid gives aryldiazonium salts that are effective substrates in nucleophilic aromatic substitution reactions. The diazonio group in these salts can be easily displaced by different nucleophiles, yielding a wide variety of substituted benzenes. The leaving group departs as nitrogen gas, and this easy elimination is the driving force for the substitution reaction.
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