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Metal-Free C-Arylation of Nitro Compounds with Diaryliodonium Salts

Chandan Dey, Erik Lindstedt and Berit Olofsson*

*Department of Organic Chemistry, Arrhenius Laboratory, Stockholm University, SE-106 91 Stockholm, Sweden, Email: berit.olofssonsu.se

C. Dey, E. Lindstedt, B. Olofsson, Org. Lett., 2015, 17, 4554-4557.

DOI: 10.1021/acs.orglett.5b02270 (free Supporting Information)


Abstract

An efficient, mild, and metal-free arylation of nitroalkanes with diaryliodonium salts gives convenient access to tertiary nitro compounds in high yields without the need for excess reagents. The C-arylation can be extended to α-arylation of nitroesters and tolerates other easily arylated functional groups, such as phenols and aliphatic alcohols.

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Key Words

α-arylation, nitro compounds


ID: J54-Y2015