SCOPUS 정보 검색 플랫폼

Volumn , Issue 2, 2008, Pages 221-224

Highly efficient copper-catalyzed O-arylation using readily available (S)-N-methylpyrrolidine-2-carboxamide as the ligand

(4) Liu, Xianghao a Fu, Hua a Jiang, Yuyang a,b Zhao, Yufen a

a Tsinghua University (China)

b TSINGHUA UNIVERSITY (China)

Author keywords

Copper catalyzed; Cross coupling; N,N ligand; O arylation; Ullmann reaction

Indexed keywords

1 BROMO 4 (4 METHOXYPHENOXY)BENZENE; 1 METHOXY 4 2 TOLYLOXYBENZENE; AMIDE; BENZENE DERIVATIVE; COPPER; HALIDE; LIGAND; N METHYLPYRROLIDINE 2 CARBOXAMIDE; PHENOL; UNCLASSIFIED DRUG;

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

EID: 38849133491 PISSN: 09365214 EISSN: None Source Type: Journal
DOI: 10.1055/s-2007-1000878 Document Type: Article

Times cited : (8)

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- General Procedure for the Preparation of Compounds 3a-m: Aryl halide (2 mmol for entries 1-8 and 10-14, 1 mmol for entry 9 in Table 1, substituted phenol (3 mmol) and (S)-N-methylpyrrolidine-2-carboxamide hydrochloride (66 mg, 0.4 mmol) were added to a flask with potassium phosphate (607 mg, 4.4 mmol) and DMF containing 3% H2O (3 mL, and the mixture was stirred for 30 min at r.t. Under a nitrogen atmosphere CuI (40 mg, 0.2 mmol) was added to the flask. The flask was immersed in an oil bath, and the reaction mixture was stirred at 110°C for the reaction time shown in Table 1. The reaction mixture was then allowed to cool to r.t, diluted with EtOAc (10 mL) and filtered, and the filtrate was concentrated under vacuum to give the crude product. Purification by column chromatography on silica gel (hexane-EtOAc, 15:1 → 50:1) afforded the desired pure product. 1-Methoxy-4-o- tolyloxybenzene (3d):17 colorless oil. 1
- 2: 277.9942; found: 277.9948.

38
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