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Access and modulation of substituted 1-methyl-1,6-dihydropyrazolo[3,4-c]pyrazoles.

ABSTRACT: Despite the pharmacological potential of the pyrazolo[3,4-c]pyrazoles, only a few methods of preparation and direct functionalization of this moiety have been described. We report herein a convenient design of new pyrazolo[3,4-c]pyrazoles with a high therapeutic impact. The effective chosen strategy consists of hydrazine condensations and C-N Ullmann-type cross-coupling reactions with microwave activation. Moreover, chemoselective bromination of the newly formed bipyrazoles followed by Suzuki-Miyaura cross-coupling reactions allowed the synthesis of a variety of modulated heterobicycles.

SUBMITTER: Ostache NC

PROVIDER: S-EPMC8695482 | biostudies-literature | 2021 Mar

REPOSITORIES: biostudies-literature

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Access and modulation of substituted 1-methyl-1,6-dihydropyrazolo[3,4-c]pyrazoles.

Ostache Nicu-Cosmin NC Hiebel Marie-Aude MA Fînaru Adriana-Luminiţa AL Allouchi Hassan H Guillaumet Gérald G Suzenet Franck F

RSC advances 20210305 16

Despite the pharmacological potential of the pyrazolo[3,4-c]pyrazoles, only a few methods of preparation and direct functionalization of this moiety have been described. We report herein a convenient design of new pyrazolo[3,4-c]pyrazoles with a high therapeutic impact. The effective chosen strategy consists of hydrazine condensations and C-N Ullmann-type cross-coupling reactions with microwave activation. Moreover, chemoselective bromination of the newly formed bipyrazoles followe ...[more]

PMID: 35423466

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