New Efficient Nickel-Catalyzed Cross-Coupling Reaction between Two Csp(3) Centers.
The presence of a remote unsaturation (double bond, carbonyl group, cyano group) in an alkyl halide facilitates its cross-coupling reaction with various diorganozincs in the presence of Ni(acac)(2) (7.5-10 mol % in THF/NMP mixtures). These results were used to develop a new general cross-coupling reaction between functionalized diorganozincs and alkyl iodides using m- or p-trifluoromethylstyrene as a reaction promotor and Ni(acac)(2) as a catalyst (7.5-10 mol %; -35 degrees C, 5-10 h) leading to a broad range of polyfunctional cross-coupling products.
Giovannini
Riccardo
R
Fachbereich Chemie der Philipps-Universität Marburg, Hans-Meerwein-Strasse, D-35043 Marburg, Germany, and Institut für Organische Chemie der Ludwig-Maximilians-Universität München, Butenandtstrasse 5-13, D-81377 München, Germany.
Stüdemann
Thomas
T
Devasagayaraj
Arokiasamy
A
Dussin
Gaëlle
G
Knochel
Paul
P