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

取代的 1-甲基-1,6-二氢吡唑并[3,4-c]吡唑的获取和调节

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作者:Nicu-Cosmin Ostache, Marie-Aude Hiebel, Adriana-Luminiţa Fînaru, Hassan Allouchi, Gérald Guillaumet, Franck Suzenet

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.

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