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Volumn , Issue 6, 2009, Pages 955-959

O-aryloxime ethers from the copper(II)-mediated cross-coupling of oximes and phenylboronic acids

Author keywords

Copper(II) acetate; Cross coupling; O aryloxime ether; Oxime; Phenylboronic acid

Indexed keywords

ACETOPHENONE DERIVATIVE; BENZENEBORONIC ACID; CUPRIC ION; ETHER DERIVATIVE; OXIME DERIVATIVE;

ARTICLE; ARYLATION; CHEMICAL REACTION; CHEMICAL STRUCTURE; CROSS COUPLING REACTION;

EID: 63849256258 PISSN: 09365214 EISSN: 14372096 Source Type: Journal
DOI: 10.1055/s-0028-1088199 Document Type: Article

Times cited : (18)

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- All products showed analytical and spectral characteristics consistent with their structure. Representative Pocedure for the Copper-Mediated Cross-Coupling of Aromatic Oximes and Phenylboronic Acids To a mixture of acetophenone oxime (la, 200 mg, 1.48 mmol, Cu(OAc)2 (269 mg, 1.48 mmol) and 4-chlorophenylboronic acid (2a, 463 mg, 2.96 mmol) in DCE (12 mL) was added pyridine (239 μL, 2.96 mmol, This resulted in a light green colored solution to which freshly activated, and partially crushed, 4 Å MS (ca. 350 mg) were added. The reaction was open to the atmosphere. The progress of the reaction was followed by TLC. The color of the reaction mixture changed from light to deep green as the reaction proceeded. After stirring at r.t. for 72 h the reaction mixture was filtered through a small pad of silica gel (eluting with CH2C12) and the solvent removed under reduced pressure. The resulting brown oil was purified by radial chroma
- 3: 275.0713; found: 275.0698.

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