Back-to-Front Type Synthesis of Polyfunctionalized Indazoles: Nitromethane Mediated, Domino Benzannulation of o-Chloropyrazolyl Ynones

A one-pot domino benzannulation protocol involving strapping of o-chloropyrazolyl ynones with various nitromethane derivatives has been devised as a entry to diversely functionalized indazole frameworks. These preparatively useful transformations proceed via tandem Michael addition-intramolecular SNAr reaction pathway to efficiently furnish a range of functionally enriched indazoles with bioactivity potential from readily accessible precursors.

Automated summary

A one-pot domino benzannulation protocol has been developed for the synthesis of diverse functionalized indazole frameworks by strapping o-chloropyrazolyl ynones with various nitromethane derivatives. These transformations proceed efficiently via tandem Michael addition-intramolecular SNAr reaction pathway, yielding a range of functionally enriched indazoles with bioactivity potential from readily available precursors.