期刊文献+

Synthesis of 3-Benzyloxy-6-methyl-7-methoxyphenanthrene-9-carboxaldehyde with Utilize Intramolecular Heck Reaction as the Key Step

Synthesis of 3-Benzyloxy-6-methyl-7-methoxyphenanthrene-9-carboxaldehyde with Utilize Intramolecular Heck Reaction as the Key Step
下载PDF
导出
摘要 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. 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.
出处 《Chemical Research in Chinese Universities》 SCIE CAS CSCD 2008年第4期445-448,共4页 高等学校化学研究(英文版)
关键词 Phenanthrene-9-carboxyaldehyde Synthesis Heck reaction Phenanthrene-9-carboxyaldehyde Synthesis Heck reaction
  • 相关文献

参考文献13

  • 1Suffness M., Cordell G. A., The Alkaloids, Chemistry and Pharmacology, 1985, 25, 3
  • 2Fu Y., Lee S. K., Min H. Y., et al., Bioorg. Med Chem. Lett., 2007, 17(1), 97
  • 3Kim S., Lee Y., Lee E., et al., J Org. Chem., 2007, 72(13), 4886
  • 4Zhong J., Wang Q. M., Huang R. Q., Synthetic Communications, 2004, 34(2), 119
  • 5Andrew B. H., Maidment A. I., Officer D. L., et al., Aust. J Chem., 1984, 37, 2119
  • 6Harrowven D. C., Nunn M.I. T., Fenwick D. R., Tetrahedron Lett., 2002, 43(41), 7345
  • 7Harrowven D. C., Nunn M. I. T., Fenwick D. R., Tetrahedron Lett., 2002, 43(17), 3185
  • 8Mehta G., Srirama Sarma P. V. V., Tetrahedron Lett., 2002, 43(37), 6557
  • 9Emmanuel G., Catherine G,, Claude T., Tetrahedron Lett., 1999, 40(52), 9243
  • 10Dahl O., Nielsen P. H., Acta Chem. Scand., 1967, 21(5), 1153

相关作者

内容加载中请稍等...

相关机构

内容加载中请稍等...

相关主题

内容加载中请稍等...

浏览历史

内容加载中请稍等...
;
使用帮助 返回顶部