4.5 Article

Pd(OAc)2/DABCO as a highly active catalytic system for the Heck reaction

Journal

SYNTHESIS-STUTTGART
Volume -, Issue 13, Pages 2193-2197

Publisher

GEORG THIEME VERLAG KG
DOI: 10.1055/s-2005-869980

Keywords

Pd(dba)(2)/DABCO; Heck cross-coupling reaction; aryl halide; olefin; turnover number

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The combination of Pd(OAc)(2) and DABCO (triethylenediamine) was observed as an efficient catalytic system for the Heck cross-coupling reaction. In the presence of Pd(OAc)(2) and DABCO, a number of ArX (X = I, Br, and Cl) were coupled with olefins efficiently and selectively to afford the corresponding unsymmetric internal olefins in good to excellent yields. Furthermore, the Pd(OAc)(2)/DABCO-catalyzed Heck cross-coupling reaction provided high TONs up to 1,000,000.

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