Pd-Catalyzed Denitrative Intramolecular C–H Arylation

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Asahara, K. K.; Okita, T.; Saito, A. N.; Muto, K.; Nakao, Y.; Yamaguchi, J.

Org. Lett. 2019, ASAP.

DOI:10.1021/acs.orglett.9b01593

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.

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