112382-61-3Relevant articles and documents
The Preparatin of N-Carboalkoxypyrazoles and N-Phenylpyrazoles from C(α)-Dianions of Carboalkoxyhydrazones and Phenylhydrazones
Duncan, Dean C.,Trumbo, Todd A.,Almquist, Catharine D.,Lentz, Teresa A.,Beam, Charles F.
, p. 555 - 560 (2007/10/02)
The 1,4-dianions of C(α),N-carboalkoxyhydrazones and C(α),N-phenylhydrazones were prepared in an excess of lithium diisopropylamide (LDA).These dilithiated intermediates resulted from metalation of substituted hydrazones of several all-aliphatic cyclic ketones, aliphatic-aromatic cyclic ketones phenylacetaldehyde, and several substituted propiophenones or acetophenones.The esters utilized for Claisen-type condensations of these dianion intermediates included methyl salicylate, methyl p-hydroxybenzoate, methyl nicotinate and related materials.The condensations were followed by acid-cyclizations to give a variety of N-phenylpyrazoles and N-carboalkoxypyrazoles, most of which are new.