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Synlett

Volumn , Issue 13, 2007, Pages 2077-2080

Nickel-catalyzed cross-coupling reactions of aryltitanium(IV) alkoxides with aryl halides

(3) Manolikakes, Georg a Dastbaravardeh, Navid a Knochel, Paul a

a UNIVERSITY OF MUNICH (Germany)

Author keywords

Cross coupling; Nickel; Organotitanium reagents

Indexed keywords

ARYLTITANIUM ALKOXIDE; HALIDE; HETEROCYCLIC COMPOUND; NICKEL; UNCLASSIFIED DRUG;

ARTICLE; CATALYSIS; CHEMICAL STRUCTURE; CROSS COUPLING REACTION;

EID: 34548166571 PISSN: 09365214 EISSN: None Source Type: Journal
DOI: 10.1055/s-2007-984906 Document Type: Article

Times cited : (27)

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34
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- Typical Procedure for the Cross-Coupling Reaction; Preparation of Biphenyl-4-carboxylic Acid Ethyl Ester (3a, A flame-dried flask equipped with a magnetic stirring bar, an argon inlet, and a septum was charged with a Ti(OEt)4 solution (1.0 mL, 1.5 M in THF, First phenyl-magnesium chloride (0.84 mL, 1.79 M in THF) was added dropwise at 0°C. then Ni(acac)2 (1.3 mg, 0.005 mmol, ligand 4 (2.1 mg, 0.005 mmol) and 4-bromobenzoic acid ethyl ester (2a; 229 mg, 1.00 mmol) were added. The reaction mixture was stirred for 3 h at r.t. Then the mixture was quenched with a sat. NH4Cl solution and extracted with Et2O. Column chromatography (pentane-Et2O, 9:1) of the crude residue yielded 3a as colorless solid 215 mg, 95
- 2O, 9:1) of the crude residue yielded 3a as colorless solid (215 mg, 95%).

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