Synthesis of 3-Benzyloxy-6-methyl-7-methoxyphenanthrene-9-carboxaldehyde with Utilize Intramolecular Heck Reaction as the Key Step |
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| Authors: | SONG Yan-ling ZHAI Xin SUN Zhi-feng KIM Sang-hee GONG Ping |
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| Institution: | [1]School of Pharmaceutical Engineering, Shenyang Pharmaceutical University, Shenyang 110016, P. R. China [2]School of Chemical Engineering, Shenyang Institute of Chemical Technology, Shenyang 110042, P. R. China [3]College of Pharmacy, Seoul National University, San 56-1, Shilim, Kwanak, Seoul 151-742, Korea |
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| Abstract: | 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. |
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| Keywords: | Phenanthrene-9-carboxyaldehyde Synthesis Heck reaction |
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