Pd-Catalyzed Denitrative Intramolecular C-H Arylation

Org Lett. 2019 Jun 21;21(12):4721-4724. doi: 10.1021/acs.orglett.9b01593. Epub 2019 Jun 3.

Abstract

A Pd-catalyzed intramolecular C-H arylation of nitroarenes has been developed. Nitroarenes bearing tethered aryl groups at the ortho-position can be readily prepared in one step from 2-halonitroarenes by a nucleophilic aromatic substitution (SNAr). Under Pd/BrettPhos catalysis, activations of the C-NO2 bond as well as the C-H bond on arenes generated the corresponding biaryl linkage in moderate to excellent yields.