The substituted phenanthrene-9-carboxyaldehydes are very important intermediates for the syntheses of phenanthroindolizidine and phenanthroquinolizidine alkaloids. The novel title compound was prepared from the reacti...The substituted phenanthrene-9-carboxyaldehydes are very important intermediates for the syntheses of phenanthroindolizidine and phenanthroquinolizidine alkaloids. The novel title compound was prepared from the reaction of 5 steps starting from the condensation of 3-methoxyl-4-methyl-phenylacetic acid and 4-（benzyloxy）-2-iodobenzaldehyde, followed by esterification, cyclization, reduction, and oxidation. A new method for the preparation of phenanthrene ring via palladium-catalyzed intramolecular Heck reaction was described. The title compound was characterized by IR, ^1H NMR, ^13C NMR, elemental analysis, and MS.展开更多
Planar polycyclic aromatic hydrocarbons have important applications in optoelectronics,environmental chemistry and cancer researches.An improved sono-chemical synthetic procedure of dibenz[a,c]anthracene（D[a,c]A） wa...Planar polycyclic aromatic hydrocarbons have important applications in optoelectronics,environmental chemistry and cancer researches.An improved sono-chemical synthetic procedure of dibenz[a,c]anthracene（D[a,c]A） was reported in this work.The yield was increased to 56% and the resultant was carefully characterized via gas chromatography-electron impact mass spectrometry（GC-EIMS）,matrix assisted laser desorption ionization-time of flight（MALDI-TOF）,1 H NMR,13 C NMR,correlation spectrometry（1 H1 H COSY）,heteronuclear multiple bond correlation（HMBC） and heteronuclear multiple quantum coherence（HMQC）.Based on the characterization data,we proposed a 4-step mechanistic explanation for the formation of D[a,c]A under sono-chemical bis-ortho-Wittig reaction conditions.展开更多
文摘The substituted phenanthrene-9-carboxyaldehydes are very important intermediates for the syntheses of phenanthroindolizidine and phenanthroquinolizidine alkaloids. The novel title compound was prepared from the reaction of 5 steps starting from the condensation of 3-methoxyl-4-methyl-phenylacetic acid and 4-（benzyloxy）-2-iodobenzaldehyde, followed by esterification, cyclization, reduction, and oxidation. A new method for the preparation of phenanthrene ring via palladium-catalyzed intramolecular Heck reaction was described. The title compound was characterized by IR, ^1H NMR, ^13C NMR, elemental analysis, and MS.
基金Supported by the Specialized Research Fund for the Doctoral Program of Higher Education from Ministry of Education of China(No.20070183202)
文摘Planar polycyclic aromatic hydrocarbons have important applications in optoelectronics,environmental chemistry and cancer researches.An improved sono-chemical synthetic procedure of dibenz[a,c]anthracene（D[a,c]A） was reported in this work.The yield was increased to 56% and the resultant was carefully characterized via gas chromatography-electron impact mass spectrometry（GC-EIMS）,matrix assisted laser desorption ionization-time of flight（MALDI-TOF）,1 H NMR,13 C NMR,correlation spectrometry（1 H1 H COSY）,heteronuclear multiple bond correlation（HMBC） and heteronuclear multiple quantum coherence（HMQC）.Based on the characterization data,we proposed a 4-step mechanistic explanation for the formation of D[a,c]A under sono-chemical bis-ortho-Wittig reaction conditions.
