New efficient nickel-catalyzed cross-coupling reaction between two Csp(3) centers

Citation
R. Giovannini et al., New efficient nickel-catalyzed cross-coupling reaction between two Csp(3) centers, J ORG CHEM, 64(10), 1999, pp. 3544-3553
Citations number
71
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
JOURNAL OF ORGANIC CHEMISTRY
ISSN journal
00223263 → ACNP
Volume
64
Issue
10
Year of publication
1999
Pages
3544 - 3553
Database
ISI
SICI code
0022-3263(19990514)64:10<3544:NENCRB>2.0.ZU;2-R
Abstract
The presence of a remote unsaturation (double bond, carbonyl group, cyano g roup) in an alkyl halide facilitates its cross-coupling reaction with vario us diorganozincs in the presence of Ni(acac)(2) (7.5-10 mol % in THF/NMP mi xtures). These results were used to develop a new general cross-coupling re action between functionalized diorganozincs and alkyl iodides using m- or p -trifluoromethylstyrene as a reaction promotor and Ni(acac)(2) as a catalys t (7.5-10 mol %; -35 degrees C, 5-10 h) leading to a broad range of polyfun ctional cross-coupling products'.