Tetrahedron letters

Palladium–imidazolium-catalyzed carbonylative coupling of aryl diazonium ions and aryl boronic acids

MB Andrus, Y Ma, Y Zang, C Song

Index: Andrus, Merritt B.; Ma, Yudao; Zang, Yunfu; Song, Chun Tetrahedron Letters, 2002 , vol. 43, # 50 p. 9137 - 9140

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Citation Number: 76

Abstract

Palladium (II) acetate and N, N-bis-(2, 6-diisopropylphenyl) dihydroimidazolium chloride (2 mol%) were used to catalyze the carbonylative coupling of aryl diazonium tetrafluoroborate salts and aryl boronic acids to form aryl ketones. Optimal conditions include carbon monoxide (1 atm) in 1, 4-dioxane at 100° C for 5 h. Yields for unsymmetrical aryl ketones ranged from 76 to 90% for isolated materials with only minor amounts of biaryl coupling ...