Studies towards the synthesis of Fipronil® analogues: improved decarboxylation of α-hydrazonoacid derivatives

The Mannich reaction of hydrazones coupled with a [4+1] cycloaddition with isocyanides has been used for the synthesis of aminopyrazole analogues of Fipronil®. The starting cyanohydrazone was prepared with new experimental conditions for efficient diazonium coupling in fluorinated solvents followed...

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Published inTetrahedron letters Vol. 43; no. 46; pp. 8319 - 8321
Main Authors Ancel, J.E., El Kaı̈m, L., Gadras, A., Grimaud, L., Jana, N.K.
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier Ltd 11.11.2002
Elsevier
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
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Summary:The Mannich reaction of hydrazones coupled with a [4+1] cycloaddition with isocyanides has been used for the synthesis of aminopyrazole analogues of Fipronil®. The starting cyanohydrazone was prepared with new experimental conditions for efficient diazonium coupling in fluorinated solvents followed by a new sodium cyanide catalysed decarboxylation. Graphic
ISSN:0040-4039
1873-3581
DOI:10.1016/S0040-4039(02)01977-9