Journal
ADVANCED SYNTHESIS & CATALYSIS
Volume 364, Issue 22, Pages 3910-3916Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.202200696
Keywords
electrosynthesis; hypervalent iodine; C-N coupling; electrocatalysis; pyrazoles
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Funding
- Russian Science Foundation [No21-13-00205]
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In this study, the electrochemical intramolecular cross-dehydrogenative C(sp(2))-H/N-H coupling of alpha,beta-unsaturated hydrazones resulting in substituted pyrazoles has been discovered. This process is catalyzed by hypervalent iodine species generated in situ through anodic oxidation of aryl iodide in fluorinated alcohol media. The formation of hypervalent iodine compound and its key role in the construction of a new C-N bond were confirmed with CV and NMR experiments. A wide range of substituted pyrazoles were obtained with yields ranging from 46% to 88%.
The electrochemical intramolecular cross-dehydrogenative C(sp(2))-H/N-H coupling of alpha,beta-unsaturated hydrazones resulting in substituted pyrazoles has been discovered. The process is catalyzed by hypervalent iodine species generated in situ through anodic oxidation of aryl iodide in fluorinated alcohol media. The formation of hypervalent iodine compound and its key role in the construction of a new C-N bond was confirmed with CV and NMR experiments. A wide range of substituted pyrazoles were obtained in yields ranging from 46% to 88%.
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