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Volumn , Issue 4, 2009, Pages 577-580

Combination of lithium chloride and hexafluoroisopropanol for friedel-crafts reactions

Author keywords

Br nsted acid; Friedel Crafts reaction; Glyoxylate; Hexafluoroisopropanol; Lewis acid; Lithium chloride

Indexed keywords


EID: 62349117827     PISSN: 09365214     EISSN: 14372096     Source Type: Journal    
DOI: 10.1055/s-0028-1087566     Document Type: Article
Times cited : (27)

References (54)
  • 2
    • 33845655634 scopus 로고    scopus 로고
    • Selected examples: (a) Kawada, A.; Mitamura, S.; Kobayashi, S. Synlett 1994, 545.
    • Selected examples: (a) Kawada, A.; Mitamura, S.; Kobayashi, S. Synlett 1994, 545.
  • 18
    • 33845378131 scopus 로고    scopus 로고
    • Lewis acid catalysis: (a) Bigi, F.; Casiraghi, G.; Casnati, G.; Sartori, G.; Fava, G. G.; Belicchi, M. F. J. Org. Chem. 1985, 50, 5018.
    • Lewis acid catalysis: (a) Bigi, F.; Casiraghi, G.; Casnati, G.; Sartori, G.; Fava, G. G.; Belicchi, M. F. J. Org. Chem. 1985, 50, 5018.
  • 28
    • 18844380223 scopus 로고    scopus 로고
    • Organocatalysis: (a) Török, B.; Abid, M.; London, G.; Esquibel, J.; Török, M.; Mhadgut, S. C.; Yan, P.; Prakash, G. K. S. Angew. Chem. Int. Ed. 2005, 44, 3086.
    • Organocatalysis: (a) Török, B.; Abid, M.; London, G.; Esquibel, J.; Török, M.; Mhadgut, S. C.; Yan, P.; Prakash, G. K. S. Angew. Chem. Int. Ed. 2005, 44, 3086.
  • 34
    • 0036558479 scopus 로고    scopus 로고
    • For an excellent review, see
    • (d) For an excellent review, see: Scott, J. D.; Williams, R. M. Chem. Rev. 2002, 102, 1669.
    • (2002) Chem. Rev , vol.102 , pp. 1669
    • Scott, J.D.1    Williams, R.M.2
  • 38
    • 62349101498 scopus 로고    scopus 로고
    • Selected recent references on HFIP-assisted transformations: (a) Cativirla, C.; García, J. I.; Majoral, J. A.; Salvatella, L. Can. J. Chem. 1994, 72, 308.
    • Selected recent references on HFIP-assisted transformations: (a) Cativirla, C.; García, J. I.; Majoral, J. A.; Salvatella, L. Can. J. Chem. 1994, 72, 308.
  • 48
    • 62349113110 scopus 로고    scopus 로고
    • Analytical Data Compound 3b: IR (neat, 3428, 2904, 1734, 1654, 1499, 1461, 1370, 1215, 1046, 994, 931 cm-1. 1H NMR (300 MHz, CDCl3, 293 K, δ, 6.54 (s, 1 H, 6.26 (br s, 1 H, 5.96 (d, J, 1.1 Hz, 1 H, 5.91 (d, J, 1.1 Hz, 1 H, 5.12 (s, 1 H, 5.05 (s, 2 H, 4.23 (dq, J, 10.2, 7.2 Hz, 1 H, 4.18 (dq, J, 10.2, 7.2 Hz, 1 H, 3.49 (s, 3 H, 1.43 (t, J, 7.2 Hz, 3 H) ppm. 13C NMR (75 MHz, CDCl3, 293 K, δ, 173.0, 142.3, 141.5, 134.4, 132.3, 110.7, 108.3, 102.1, 97.6, 68.3, 62.2, 56.5, 14.0 ppm. HRMS (ESI, m/z [M, Na, calcd for C 13H16O8: 323.0743; found: 323.0745. Compound 3c: IR (neat, 3386, 2930, 2857, 1731, 1482, 1335, 1251, 1126, 1006 cm-1. 1H NMR (300 MHz, CDCl3, 293 K, δ (mixture of two diastereomers, 6.89 (2 s, 1 H, 6.55 (s, 1 H, 5.18 d, J
    • 3, 293 K): δ = 7.63 (br s, 1 H), 6.77 (d, J = 8.2 Hz, 1 H), 6.71 (d, J = 8.2 Hz, 1 H), 5.72 (br s, 1 H), 5.30 (s, 1 H), 4.33 (dq, J = 10.7, 7.1 Hz, 1 H), 4.24 (dq, J = 10.7, 7.1 Hz, 1 H), 3.39 (br s, 1 H), 3.27 (hept, J = 7.0 Hz, 1 H), 1.29 (t, J = 7.1 Hz, 3 H), 1.24 (t, J = 7.0 Hz, 3 H), 1.23 (t, J = 7.0 Hz, 3 H) ppm.
  • 49
    • 28444470922 scopus 로고    scopus 로고
    • Formation of bisindolylalkanes, see for examples: (a) Gibbs, T. J. K.; Tomkinson, N. C. O. Org. Biomol. Chem. 2005, 3, 4043.
    • Formation of bisindolylalkanes, see for examples: (a) Gibbs, T. J. K.; Tomkinson, N. C. O. Org. Biomol. Chem. 2005, 3, 4043.
  • 54
    • 62349101187 scopus 로고    scopus 로고
    • We thank one of the referees for bringing up this important point
    • We thank one of the referees for bringing up this important point.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.