Photochemically Mediated Nickel-Catalyzed Synthesis of N-(Hetero)aryl Sulfamides

R. Thomas Simons, Georgia E. Scott, Anastasia Gant Kanegusuku and Jennifer L. Roizen*

*Department of Chemistry, Duke University, Box 90346, Durham, North Carolina 27708-0354, United States, Email: j.roizenduke.edu

R. T. Simons, G. E. Scott, A. G. Kanegusuki, J. L. Roizen, J. Org. Chem., 2020, 85, 6380-6391.

DOI: 10.1021/acs.joc.0c00139

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Abstract

The combination of [Ir(ppy)₂(dtbbpy)]PF₆ as a photosensitizer, NiBr₂·glyme as a precatalyst, and 1,8-diazabicyclo(5.4.0)undec-7-ene (DBU) as a base enables an N-arylation of sulfamides with aryl bromides at room temperature under visible light irradiation. The reaction tolerates aryl boronic esters and aryl chlorides.

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Key Words

Sulfamides

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ID: J42-Y2020