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Synlett
Volumn , Issue 18, 2008, Pages 2888-2892
Copper(II) acetate catalyzed cross-coupling of pentafluorophenylboronic acid with amines under an atmosphere of oxygen
Author keywords

Amines; Copper acetate; Cross coupling; N pentafluorophenylanilines; Pentafluorophenylboronic acid
Indexed keywords

ALIPHATIC AMINE; AMINE; ANILINE DERIVATIVE; AROMATIC AMINE; BENZENE DERIVATIVE; BORONIC ACID DERIVATIVE; COPPER ACETATE; OXYGEN; PENTAFLUOROPHENYLBORONIC ACID; UNCLASSIFIED DRUG;
EID: 56849133371     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-0028-1083568     Document Type: Article
Times cited : (12)
References (31)
  • 30
    • 56849119120 scopus 로고    scopus 로고
    • Typical Procedure for the Preparation of Compound 3b Copper(II) acetate (0.2 mmol) was added to a stirred mixture of EtOAc (15 mL) and pentafluorophenylboronic acid (1.5 mmol, The mixture was stirred for 10 min at r.t. then the 4-chlorophenylamine (1.0 mmol) was slowly added to the mixture. The reaction mixture was stirred sequentially for 5 h under the atmosphere of oxygen. The reaction was monitored by TLC and quenched with H2O (5 mL, The resulting mixture was filtrated through a pad of Celite and the filtrate was extracted with EtOAc (3 x 15 mL, The combined organic layers were dried over Na2SO4, filtered, and concentrated under reduced pressure to give a crude product, which was purified by column chromatography to give N-(4-chlorophenyl)-2,3,4,5,6-pentafluoroaniline (3b, Light yellow crystals; mp 78.5-79.8°C. IR (KBr, 3417, 3133, 1524, 1495, 1399 cm-1. 1H NMR 500 MHz, CDCl3, δ
    • 5N: 293.0031; found: 293.0030.
  • 31
    • 56849116374 scopus 로고    scopus 로고
    • Typical Procedure for the Preparation of Compound 7a Copper(II) acetate (1 mmol) was added to a stirred mixture of DMF (25 mL) and pentafluorophenylboronic acid (2 mmol, The mixture was stirred for 10 min at r.t. then the Et2NH (1.0 mmol) were slowly added to the mixture. The reaction mixture was stirred sequentially for 12 h under the atmosphere of oxygen. The reaction was monitored by TLC and quenched with H2O (5 mL, The resulting mixture was filtrated through a pad of Celite, and the filtrate was extracted with EtOAc (3 x 15 mL, The combined organic layers were dried over Na2SO4, filtered, and concentrated under reduced pressure to give a crude product, which was purified by column chromatography to give N,N-diethyl-2,2′,3,3′,4′,5,5′,6, 6′-nonafluorobiphenyl-4-amine (7a, Light yellow crystal; mp 71.6-72.5°C IR (KBr, 2976, 2917, 1644, 1503, 1384, 1046 cm-1. 1H NMR 4
    • 9N: 387.0670; found: 387.0672.

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.