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Volumn , Issue 16, 2008, Pages 2535-2539

An efficient iodine-catalyzed benzylation reaction of 1,3-dicarbonyl compounds

Author keywords

Benzylation; C H activation; Catalysis; Friedel Crafts; Iodine

Indexed keywords

1 PHENYLETHANOL; 1,3 DICARBONYL DERIVATIVE; ACETYLACETONE; BENZYL ACETATE; BENZYL ALCOHOL; CARBONYL DERIVATIVE; IODINE; UNCLASSIFIED DRUG;

EID: 54249083179     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2008-1078216     Document Type: Article
Times cited : (21)

References (20)
  • 3
    • 0003417469 scopus 로고
    • Trost, B. M, Fleming, I, Eds, Pergamon Press: Oxford
    • Comprehensive Organic Synthesis, Vol. 3; Trost, B. M.; Fleming, I., Eds.; Pergamon Press: Oxford, 1991.
    • (1991) Comprehensive Organic Synthesis , vol.3
  • 18
    • 54249112449 scopus 로고    scopus 로고
    • 2 (2 mL), and molecular iodine (13 mg, 0.05 mmol) were added successively. The mixture was magnetically stirred at 80°C. After completion of the reaction (by GC), the solvent was concentrated under reduced pressure by an aspirator, and the residue was purified by preparative TLC using PE-EtOAc (10:1) as an eluent to afford products.
    • 2 (2 mL), and molecular iodine (13 mg, 0.05 mmol) were added successively. The mixture was magnetically stirred at 80°C. After completion of the reaction (by GC), the solvent was concentrated under reduced pressure by an aspirator, and the residue was purified by preparative TLC using PE-EtOAc (10:1) as an eluent to afford products.
  • 19
    • 54249127056 scopus 로고    scopus 로고
    • Selected Spectroscopic Data All prepared compounds were known and identified by 1H NMR, 13C NMR, and MS. Compound 3a: 1H NMR (400 MHz, CDCl3, δ, 7.31-7.27 (m, 2 H, 7.22-7.18 (m, 3 H, 4.04 (d, J, 11.3 Hz, 1 H, 3.63-3.55 (m, 1 H, 2.56 (s, 3 H, 1.83 (s, 3 H, 1.21 (d, J, 6.9 Hz, 3 H, 13C NMR (100 MHz, CDCl3, δ, 203.5, 203.4, 143.0, 128.8, 127.3, 127.0, 76.7, 40.4, 29.8, 29.7, 20.8. ESI-MS: m/z, 227.0 [M, Na, Compound 3b: 1H NMR (400 MHz, CDCl3, δ, 7.28-7.25 (m, 2 H, 7.15-7.12 (m, 2 H, 4.00 (d, J, 11.3 Hz, 1 H, 3.61-3.57 (m, 1 H, 2.26 (s, 3 H, 1.87 (s, 3 H, 1.19 (d, J, 6.9 Hz, 3 H, 13C NMR 100 MHz, CDCl3, δ, 203.0, 202.9, 141.5, 132.6, 128.9, 128.6, 76.5, 39.6, 29.8, 29.6, 20.7. ESI-MS: m/z, 261.1 [M, Na, Compound 3c: 1H NM
    • 3): δ = 8.05-8.02 (m, 2 H), 7.74 (d, J = 7.4 Hz, 2 H), 7.57-7.53 (m, 1H)
  • 20
    • 42949107787 scopus 로고    scopus 로고
    • During the preparation of this manuscript, a similar result was reported, see
    • During the preparation of this manuscript, a similar result was reported, see: Srihari, P.; Bhunia, D. C.; Sreedhar, P.; Yadav, J. S. Synlett 2008, 1045.
    • (2008) Synlett , pp. 1045
    • Srihari, P.1    Bhunia, D.C.2    Sreedhar, P.3    Yadav, J.S.4


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.