Access and Modulation of Substituted Pyrrolo[3,4-]pyrazole-4,6-(2,5)-diones.

Molecules

Institut de Chimie Organique et Analytique, Université d'Orléans, UMR CNRS 7311, BP 6759, CEDEX 2, F-45067 Orléans, France.

Published: August 2023

The first access to polyfunctionnalized pyrrolo[3,4-]pyrazole-4,6-(2,5)-dione derivatives is reported. The series were generated from diethyl acetylenedicarboxylate and arylhydrazines, which afforded the key intermediates bearing two functional positions. The annellation to generate the maleimide moiety of the bicycle was studied. Moreover, an efficient palladium-catalyzed C-C and C-N bond formation via Suzuki-Miyaura or Buchwald-Hartwig coupling reactions in C-6 position was investigated from 6-chloropyrrolo[3,4-]pyrazole-4,6-(2,5)-diones. This method provides novel access to various 1,6 di-substituted pyrrolo[3,4-] pyrazole-4,6-(2,5)-diones.

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http://www.ncbi.nlm.nih.gov/pmc/articles/PMC10421423PMC
http://dx.doi.org/10.3390/molecules28155811DOI Listing

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