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Volumn , Issue 19, 2006, Pages 3225-3230

Synthesis of substituted phenanthrenes via intramolecular condensation based on temperature-dependent deprotonation using a weak carbonate base

Author keywords

11H benzo a carbazole; Carbonate base; Condensation; Microwave irradiation; Phenanthrene; Suzuki reaction

Indexed keywords

2' METHYLBIPHENYL 2 CARBALDEHYDE DERIVATIVE; ALDEHYDE DERIVATIVE; CARBONIC ACID; PHENANTHRENE DERIVATIVE;

EID: 33845664477     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2006-956451     Document Type: Article
Times cited : (14)

References (35)
  • 27
    • 33645995754 scopus 로고    scopus 로고
    • 3 (3 mmol) in an 80 mL vessel, when heated by microwave irradiation on one hand and conventional heating in a preheated oil bath (oil-bath temperature: 220 °C) on the other hand. It is clear that the mixture reaches the set temperature of 200 °C considerably faster in the case of microwave heating. For an experimental set-up to compare reactions under conventional (oil bath) and microwave heating, see: Hostyn, S.; Maes, B. U. W.; Van Baelen, G.; Gulevskaya, A.; Meyers, C.; Smits, K. Tetrahedron 2006, 62, 4676.
    • (2006) Tetrahedron , vol.62 , pp. 4676
    • Hostyn, S.1    Maes, B.U.W.2    Van Baelen, G.3    Gulevskaya, A.4    Meyers, C.5    Smits, K.6
  • 29
    • 33845675157 scopus 로고    scopus 로고
    • note
    • 4, evaporated to dryness and purified via flash column chromatography on silica gel.
  • 30
    • 33845644390 scopus 로고    scopus 로고
    • note
    • It was not possible to reach 200 °C when DME was used as the solvent. At a temperature of 193 °C the autogenic pressure rose to the maximum allowed value of 200 psi. The safety settings of the microwave apparatus stopped microwave irradiation of the vessel. The reaction mixture was subsequently held at 193 °C not to exceed 200 psi. Figure 2 shows the heating profile. (graph presented)
  • 31
    • 33845632162 scopus 로고    scopus 로고
    • note
    • The isolation of unsubstituted phenanthrene and 3-methylphenanthrene was hampered by their volatility. It is possible that this also contributes to the lower yields obtained for these compounds.
  • 32
    • 33845623071 scopus 로고    scopus 로고
    • note
    • 4, evaporated to dryness and purified by flash column chromatography on silica gel.
  • 33
    • 33845665129 scopus 로고    scopus 로고
    • note
    • 35 122-123 °C).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.