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Issue 25, 2015
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Thiophosphoramides as cooperative catalysts for copper-catalyzed arylation of carboxylates with diaryliodonium salts

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Abstract

A thiophosphoramide-based co-catalyst was found to significantly accelerate copper(II) trifluoromethanesulfonate-catalyzed arylation of potassium carboxylates with diaryliodonium salts. This effect could be attributed to counterion activation of diaryliodonium salts or organocopper intermediates by thiophosphoramides. Inclusion of thiophosphoramides permits achieving significantly milder reaction conditions and expands the scope of solvents and diaryliodonium counterions that could be used for the arylation of carboxylate nucleophiles.

Graphical abstract: Thiophosphoramides as cooperative catalysts for copper-catalyzed arylation of carboxylates with diaryliodonium salts

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Publication details

The article was received on 30 Oct 2014, accepted on 28 Nov 2014 and first published on 03 Dec 2014


Article type: Communication
DOI: 10.1039/C4CC08604J
Citation: Chem. Commun., 2015,51, 5398-5401
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    Thiophosphoramides as cooperative catalysts for copper-catalyzed arylation of carboxylates with diaryliodonium salts

    B. Bhattarai, J. Tay and P. Nagorny, Chem. Commun., 2015, 51, 5398
    DOI: 10.1039/C4CC08604J

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