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Volumn 48, Issue 2, 2009, Pages 337-339

A very simple copper-catalyzed synthesis of anilines by employing aqueous ammonia

Author keywords

Amination; Ammonia; Anilines; Copper; Homogeneous catalysis

Indexed keywords

AMINATION; AMINES; AMMONIA; ANILINE; BROMINE COMPOUNDS; CATALYSIS; CHELATION; REACTION KINETICS;

EID: 58249110590     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.200802569     Document Type: Article
Times cited : (244)

References (34)
  • 3
    • 0003594324 scopus 로고
    • Ed, J. R. Jennings, New York, Plenum
    • Catalytic Ammonia Synthesis (Ed.: J. R. Jennings), New York, Plenum, 1991.
    • (1991) Catalytic Ammonia Synthesis
  • 29
    • 58249124337 scopus 로고    scopus 로고
    • M. Taillefer, H.-J. Cristau, P. P. Cellier, J.-F. Spindler, Fr 2833947-WO 0353225 Pr. No. Fr 16547, 2001
    • f) M. Taillefer, H.-J. Cristau, P. P. Cellier, J.-F. Spindler, Fr 2833947-WO 0353225 (Pr. No. Fr 16547), 2001.
  • 30
    • 58249098364 scopus 로고    scopus 로고
    • Our results, published in patent form in 2007, appear only now in the literature due to the time required for patent protection: Procédé de Synthèse d'arylamines, M. Taillefer, N. Xia, Fr 2007 06827 and PCT 2008 051701
    • Our results, published in patent form in 2007, appear only now in the literature due to the time required for patent protection: Procédé de Synthèse d'arylamines, M. Taillefer, N. Xia, Fr 2007 06827 and PCT 2008 051701.
  • 31
    • 58249123242 scopus 로고    scopus 로고
    • Although slightly less selective than 6, 2,4-pentadione (1) was chosen because it is about 200-times less expensive, an important factor from an industrial perspective
    • Although slightly less selective than 6, 2,4-pentadione (1) was chosen because it is about 200-times less expensive, an important factor from an industrial perspective.
  • 32
    • 58249116511 scopus 로고    scopus 로고
    • Under the conditions of Table 2, entry 18, the optimized ratio of DMF and aqueous ammonia is 20:3 by
    • Under the conditions of Table 2, entry 18, the optimized ratio of DMF and aqueous ammonia is 20:3 by volume.
  • 33
    • 58249102829 scopus 로고    scopus 로고
    • Note that at 90°C the reaction is fully selective (99%) in the presence of supporting ligand 6 (Table 3, entries 3 and 10).
    • Note that at 90°C the reaction is fully selective (99%) in the presence of supporting ligand 6 (Table 3, entries 3 and 10).
  • 34
    • 58249124336 scopus 로고    scopus 로고
    • An additional finding of our general study is that the demanding iron-mediated arylation of ammonia with aryl iodides can also be achieved. Preliminary results show that in a biphasic/[Fe-(acac)3, 0.2 equiv)/diketone 6 (0.8 equiv) system, the amination of iodobenzene with NH3 is possible, although low yields of the aniline derivatives 20-30, were obtained.[15
    • [15]


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.