Journal
TETRAHEDRON
Volume 62, Issue 1, Pages 31-38Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2005.09.138
Keywords
PEG-400; Pd(OAc)(2)/DABCO; cross-coupling reaction; aryl halide; arylboronic acids; organotin compounds
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PEG-400 [poly(ethylene glycol-400)] was found to improve the Pd(OAc)(2)/DABCO-catalyzed aqueous Suzuki-Miyaura and Stille cross-coupling reactions. In the presence of Pd(OAc)2, DABCO, and PEG-400, a variety of aryl halides were coupled with arylboronic acids or organotin compounds efficiently to afford the corresponding cross-coupled products in moderate to excellent yields. The turnover numbers was up to 900,000 for the Suzuki-Miyaura reaction and up to 9800 for the Stille reaction. The catalyst system was also effective for Heck and Sonogashira cross-coupling reactions to some extent. (c) 2005 Elsevier Ltd. All rights reserved.
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