Journal
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume -, Issue -, Pages -Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.202301049
Keywords
aminopyrazoles; azo coupling; 1.3'-bipyrazoles; fluorescence; pyrazolyldiazonium salts
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An efficient protocol for the synthesis of fluorescent 4-amino-1,3'-bipyrazoles, which are highly functionalized, is described. The synthesis involves a two-step strategy, which includes an azo coupling reaction followed by a cyclisation reaction.
An efficient protocol for the synthesis of fluorescent 4-amino-1,3 '-bipyrazoles, which are substituted at the positions N-1 ', C-4 ', C-3 and C-5, is described. By a two-step synthetic strategy, an initial azo coupling of ethyl cyanoacetate and various 1-alkylpyrazolyldiazonium chlorides gave substituted ethyl 2-cyano-2-(2-(pyrazol-3-yl)hydrazine-ylidene)acetates, which were subsequently subjected to Thorpe-Ziegler type cyclisation reactions to yield the title compounds. Efficient syntheses of fluorescent, highly functionalized 4-amino-1,3 '-bipyrazoles from pyrazolyldiazonium salts via 2-(2-(pyrazol-3-yl)hydrazine-ylidene)acetates, which were subsequently subjected to Thorpe-Ziegler type cyclisation reactions, are described.image
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