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Volumn , Issue 10, 2008, Pages 1455-1458

Copper-Catalyzed Sulfonylation of Arylboronic Acids in Ionic Liquids

Author keywords

Aryl sulfones; Cupric acetate; Ionic liquids; Recyclability

Indexed keywords

ALKYL GROUP; BORONIC ACID DERIVATIVE; COPPER; COPPER ACETATE; IONIC LIQUID; POLYCYCLIC AROMATIC HYDROCARBON DERIVATIVE; SULFINIC ACID DERIVATIVE; SULFONE DERIVATIVE;

EID: 46449130277     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2008-1078420     Document Type: Article
Times cited : (32)

References (63)
  • 2
    • 0033526928 scopus 로고    scopus 로고
    • Prasit, P.; Wang, Z.; Brideau, C.; Chan, C.-C.; Charleson, S.; Cromlish, W.; Ethier, D.; Evans, J. F.; Hutchinson, W. F.; Gauthier, J. Y.; Gordon, R.; Guay, J.; Gresser, M.; Kargman, S.; Kennedy, B.; Leblanc, Y.; Leger, S.; Mancini, J.; O'Neill, G. P.; Ouellet, M.; Percival, M. D.; Perrier, H.; Riendeau, D.; Rodger, I.; Tagari, P.; Therien, M.; Vockers, P.; Wong, E.; Xu, L.-J.; Young, R. N.; Zamboni, R.; Boyce, S.; Rupniak, N.; Forrest, M.; Visco, D.; Patrick, D. Bioorg. Med. Chem. Lett. 1999, 9, 1773.
    • (b) Prasit, P.; Wang, Z.; Brideau, C.; Chan, C.-C.; Charleson, S.; Cromlish, W.; Ethier, D.; Evans, J. F.; Hutchinson, W. F.; Gauthier, J. Y.; Gordon, R.; Guay, J.; Gresser, M.; Kargman, S.; Kennedy, B.; Leblanc, Y.; Leger, S.; Mancini, J.; O'Neill, G. P.; Ouellet, M.; Percival, M. D.; Perrier, H.; Riendeau, D.; Rodger, I.; Tagari, P.; Therien, M.; Vockers, P.; Wong, E.; Xu, L.-J.; Young, R. N.; Zamboni, R.; Boyce, S.; Rupniak, N.; Forrest, M.; Visco, D.; Patrick, D. Bioorg. Med. Chem. Lett. 1999, 9, 1773.
  • 10
  • 11
    • 46449106603 scopus 로고    scopus 로고
    • Simpkins, N. S. Sulfones in Organic Synthesis in Tetrahedron Organic Chemistry Series, 10; Baldwin, J. E.; Magnus, P. D., Eds.; Pergamon: Oxford, 1993, Chap. 2.
    • Simpkins, N. S. Sulfones in Organic Synthesis in Tetrahedron Organic Chemistry Series, Vol. 10; Baldwin, J. E.; Magnus, P. D., Eds.; Pergamon: Oxford, 1993, Chap. 2.
  • 14
    • 0003540874 scopus 로고
    • CRC Press: Boca Raton FL, Chap. 6
    • (a) Oae, S. Organic Sulfur Chemistry; CRC Press: Boca Raton FL, 1992, Chap. 6.
    • (1992) Organic Sulfur Chemistry
    • Oae, S.1
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    • Bourbiguo, H. O.; Magna, L. J. Mol. Catal. A: Chem. 2002, 182-183, 419.
    • (e) Bourbiguo, H. O.; Magna, L. J. Mol. Catal. A: Chem. 2002, 182-183, 419.
  • 58
    • 46449114876 scopus 로고    scopus 로고
    • Ionic liquids were synthesized according to the procedures reported in the literature and their purity was confirmed by 1H NMR and TGA-DTA analysis.19 General Procedure for the Preparation of Sulfones: To a solution of Cu(OAc)2 (0.013 g, 10 mol, in ionic liquid (1 mL) and arylboronic acid (1 mmol, sodium sulfinate salt (1 mmol) was added and stirred at r.t. for 12 h. After completion of the reaction, as monitored by TLC, the crude product was extracted with Et2O (3 × 10 mL, The combined Et2O extracts were concentrated in vacuo and the resulting product was purified by column chromatography on silica gel with EtOAc-n-hexane (2:8) as eluent to afford the desired product. The products were characterized by comparison of their NMR and mass spectra with those reported in the literature.12c,14 The ionic liquid containing Cu(OAc)2 was dried under vacuum and preserved for the next run
    • 2 was dried under vacuum and preserved for the next run.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.