Tetrahedron

Palladium-catalyzed homocoupling of aryl halides in the presence of fluoride

WM Seganish, ME Mowery, S Riggleman, P DeShong

Index: Seganish, W. Michael; Mowery, Molly E.; Riggleman, Shaundra; DeShong, Philip Tetrahedron, 2005 , vol. 61, # 8 p. 2117 - 2121

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Citation Number: 41

Abstract

This report describes the fluoride-mediated homocoupling of aryl iodides and bromides catalyzed by palladium (0). This coupling protocol is tolerant of electron-donating and electron-withdrawing substitutents on the aryl halide, as well as ortho substitution. Optimum reaction conditions entail 10mol% Pd (dba) 2, 3equiv of tetrabutyl ammonium fluoride (TBAF) in DMF at 90° C.

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