An effective and general route for the regioselective synthesis of 1-phenylpyrazoles has been developed from β-enaminoketoesters prepared by tandem Blaise-acylation. This method is applicable to a very broad range of substrates, generating a diverse set of 3-aryl-5-alkyl, 3-alkyl-5-aryl, 3,5-diaryl, and 3,5-dialkyl substituted pyrazoles regioselectively. The dichotomous regioselective synthesis of isotopically discriminated 3-CD 3-5-CH3 and 3-CH3-5-CD3 substituted pyrazoles showcases the power of this protocol.
|Number of pages||5|
|Journal||Organic and Biomolecular Chemistry|
|State||Published - 2009|