N-Arylation of aliphatic, aromatic and heteroaromatic amines catalyzed by copper bis(2,2,6,6-tetramethyl-3,5-heptanedionate)

Tetrahedron Letters

Volumn 48, Issue 37, 2007, Pages 6573-6576

  Nandurkar, Nitin S ^a   Bhanushali, Mayur J ^a   Bhor, Malhari D ^a   Bhanage, Bhalchandra M ^a  

^a UNIVERSITY OF MUMBAI   (India)

Author keywords

[No Author keywords available]

Indexed keywords

ALIPHATIC COMPOUND; AMINE; AROMATIC AMINE; AROMATIC COMPOUND; BIS(2,2,6,6 TETRAMETHYL 3,5 HEPTANEDIONATE)COPPER; BROMIDE; HALIDE; HEPTANE DERIVATIVE; HETEROCYCLIC AMINE; IODIDE; UNCLASSIFIED DRUG;

ARTICLE; ARYLATION; CATALYSIS; CATALYST; ORGANIC CHEMISTRY; QUANTUM YIELD; STEREOSPECIFICITY; SYNTHESIS;

EID: 34547838139     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2007.07.009     Document Type: Article

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22. 2O (10 mmol) in 20 ml methanol was added over a period of 30 min. The reaction mixture was stirred for 6 h and the resulting precipitate was filtered and dried. mp 196-198 °C.
23. tBu (4 mmol) in toluene (10 ml) were stirred at room temperature. The reaction mixture was heated in an oil bath at 120 °C for 12 h. The reaction mixture was cooled to room temperature and the solvent was removed under reduced pressure. The residue obtained was purified by column chromatography (silica gel, 60-120 mesh) using petroleum ether (60/80) as eluent to afford the pure product.
24. tBu (6 mmol) in toluene (10 ml) were stirred at room temperature. The reaction mixture was then heated in an oil bath at 120 °C for 40 h. The reaction mixture was cooled to room temperature and the solvent was removed under reduced pressure. The residue obtained was purified by column chromatography (silica gel, 60-120 mesh) using petroleum ether (60/80) as eluent to afford the pure product.
25. tBu (4 mmol) in DMF (10 ml) were stirred at room temperature. The reaction mixture was then heated in an oil bath at 120 °C for 24 h. The reaction mixture was cooled to room temperature and the solvent was removed under reduced pressure. The residue obtained was purified by column chromatography (silica gel, 60-120 mesh) using petroleum ether (60/80)/ethyl acetate as eluent to afford the pure product.