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Volumn 48, Issue 46, 2007, Pages 8163-8165

Tandem coupling reactions of benzynes and 1,3-diones: a novel synthesis of 2,2-diphenyl-1,3-diones

Author keywords

[No Author keywords available]

Indexed keywords

BENZENE DERIVATIVE; COPPER DERIVATIVE; TRICHLOROACETIC ACID;

EID: 35348910095     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2007.09.092     Document Type: Article
Times cited : (19)

References (45)
  • 1
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    • Moody C.J. (Ed), JAI Press, New York and references cited therein
    • Biehl E.R. In: Moody C.J. (Ed). Advances in Nitrogen Heterocycles Vol. 4 (2000), JAI Press, New York 251-293 and references cited therein
    • (2000) Advances in Nitrogen Heterocycles , vol.4 , pp. 251-293
    • Biehl, E.R.1
  • 3
    • 0000264238 scopus 로고
    • Trost B.M., Flming I., and Semmelhack M.F. (Eds), Pergamon Press, Oxford
    • Kessar S.V. In: Trost B.M., Flming I., and Semmelhack M.F. (Eds). Comprehensive Organic Synthesis Vol. 4 (1991), Pergamon Press, Oxford 483
    • (1991) Comprehensive Organic Synthesis , vol.4 , pp. 483
    • Kessar, S.V.1
  • 35
    • 33645768327 scopus 로고    scopus 로고
    • and references cited therein
    • Liu Z.J., and Larock R.C. J. Org. Chem. 71 (2006) 3198-3209 and references cited therein
    • (2006) J. Org. Chem. , vol.71 , pp. 3198-3209
    • Liu, Z.J.1    Larock, R.C.2
  • 40
    • 23044440124 scopus 로고    scopus 로고
    • CuBr have been used to promote the enolation of 1,3-dicarbonyl compounds, see
    • CuBr have been used to promote the enolation of 1,3-dicarbonyl compounds, see. Li Z.P., and Li C.J. Eur. J. Org. Chem. (2005) 3173-3176
    • (2005) Eur. J. Org. Chem. , pp. 3173-3176
    • Li, Z.P.1    Li, C.J.2
  • 42
    • 0037165422 scopus 로고    scopus 로고
    • and references cited therein
    • Hennessy E.J., and Buchwald S.L. Org. Lett. 4 (2002) 269-272 and references cited therein
    • (2002) Org. Lett. , vol.4 , pp. 269-272
    • Hennessy, E.J.1    Buchwald, S.L.2
  • 43
    • 35348870636 scopus 로고    scopus 로고
    • note
    • General procedure for the synthesis of 2,2-diphenylpentane-1,3-diones 3. To a solution of 1,3-dione 2 (2 mmol), trichloroacetic acid (0.10 mmol) and CuBr (0.10 mmol) in DCE (5 mL) was added a suspension of benzenediazonium-2-carbolylate (4 mmol) in DCE (30 mL) at 60 °C over a period of 1.5 h, the color changed from light yellow to deep brown. After completion of the reaction as indicated by TLC, the solvent was evaporated in vacuum and the residual oil was purified by silica gel column chromatography using hexane-EtOAc (20:1, v/v) as the eluant to afford 3. The product was recrystallized from hexane-EtOAc.
  • 44
    • 35348908573 scopus 로고    scopus 로고
    • note
    • 3: C, 80.62; H, 6.49. Found: C, 80.61; H, 6.49.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.