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Metal-Free Synthesis of Aryl Esters from Carboxylic Acids and Diaryliodonium Salts

Tue B. Petersen, Rehan Khan and Berit Olofsson*

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

T. B. Petersen, R. Khan, B. Olofsson, Org. Lett., 2011, 13, 3454-3457.

DOI: 10.1021/ol2012082 (free Supporting Information)


Abstract

An efficient arylation of carboxylic acids with diaryliodonium salts gives aryl esters in high yields within short reaction times for both aromatic and aliphatic substrates. The transition-metal-free conditions are compatible with a range of functional groups, and good chemoselectivity is observed with unsymmetric diaryliodonium salts. Furthermore, steric hindrance in the ortho positions is well tolerated.

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Key Words

Esters


ID: J54-Y2011-1930