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Harnessing cascade Suzuki‐cyclization reactions of pyrazolo[3,4‐b]pyridine for the synthesis of tetracyclic fused heteroaromatics

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Numerous procedures have been described for the functionalization of pyrazolo[3,4-b]pyridine, mainly nucleophilic substitutions on C-4 position and esterifications/amidations on C-5 position. Thus, we report herein a robust, easy to implement… Click to show full abstract

Numerous procedures have been described for the functionalization of pyrazolo[3,4-b]pyridine, mainly nucleophilic substitutions on C-4 position and esterifications/amidations on C-5 position. Thus, we report herein a robust, easy to implement protocol for the Suzuki cross-coupling reaction of the chloroarene 2, followed by in situ lactonisation to provide chromenopyrazolopyridines. The extension of the scope of the reaction to fused naphthyridinones is also reported. This strategy granted the access to ten original pyrazolopyridine-embedded tetracyclic compounds.

Keywords: suzuki cyclization; pyrazolo pyridine; harnessing cascade; suzuki; cyclization reactions; cascade suzuki

Journal Title: European Journal of Organic Chemistry
Year Published: 2017

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