N -&gt; N acyl group migration in N-acylpyrazoles: Isomerization of 1,4-diacyl-5-methyl-1H-pyrazoles to 1,4-diacyl-3-methyl-1H-pyrazoles

Petrov A A<sup>*</sup>; Pakal'nis V V; Zerov A V; Yakimovich S I

doi:10.1134/S1070428017030125

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N -> N acyl group migration in N-acylpyrazoles: Isomerization of 1,4-diacyl-5-methyl-1H-pyrazoles to 1,4-diacyl-3-methyl-1H-pyrazoles

作者：Petrov A A^*; Pakal'nis V V; Zerov A V; Yakimovich S I

来源：Russian Journal of Organic Chemistry, 2017, 53(3): 381-392.

DOI：10.1134/S1070428017030125

摘要

1,4-Diacyl-5-methyl-1H-pyrazoles on heating in toluene undergo isomerization to 1,4-diacyl-3-methyl-1H-pyrazoles via intermolecular N -> N acyl group migration. 1,4,5-Trisubstituted pyrazoles obtained by reaction of 2-ethoxymethylidene derivatives of 1,3-diketones with 1,3-benzothiazol-2-ylhydrazine or phenylhydrazine failed to isomerize to 1,3,4-trisubstituted pyrazoles.