Molbank (Feb 2022)

3-Isobutyl-5,5,7-tris(3-methylbut-2-en-1-yl)-1-phenyl-1,7-dihydro-4<i>H</i>-indazole-4,6(5<i>H</i>)-dione

  • José Edmilson Ribeiro do Nascimento,
  • Daniela Hartwig,
  • Raquel Guimarães Jacob,
  • Márcio Santos Silva

DOI
https://doi.org/10.3390/M1330
Journal volume & issue
Vol. 2022, no. 1
p. M1330

Abstract

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Here we describe the functionalization of lupulone natural compound in obtaining 3-isobutyl-5,5,7-tris(3-methylbut-2-en-1-yl)-1-phenyl-1,7-dihydro-4H-indazole-4,6(5H)-dione. The lupulone-H-indazole derivative was prepared with 75% yield through the reaction between lupulone and phenyl-hydrazine employing SiO2/ZnCl2 (30% m/m) as a support solid in a solvent-free condition. Based on the possibilities of products, a complete NMR structural characterization of this lupulone-H-indazole was performed by 1H, 13C{1H}, COSY, HSQC and HMBC NMR experiments, showing an important contribution in producing the first results related to lupulone reactivity.

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