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Synthesis of 3-benzyloxy-6-methyl-7-methoxyphenanthrene-9-carboxaldehyde with utilize intramolecular Heck reaction as the key step
Alternative TitleSynthesis of 3-Benzyloxy-6-methyl-7-methoxyphenanthrene-9-carboxaldehyde with Utilize Intramolecular Heck Reaction as the Key Step
Song Yanling1; Zhai Xin1; Sun Zhifeng1; Kim Sanghee2; Gong Ping1
2008
Source PublicationCHEMICAL RESEARCH IN CHINESE UNIVERSITIES
ISSN1005-9040
Volume24Issue:4Pages:445-448
AbstractThe 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-iodo-benzaldehyde, 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, (1)H NMR, (13)C NMR, elemental analysis, and MS.
Other AbstractThe 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-iodo-benzaldehyde,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.
KeywordTETRAALKYLAMMONIUM SALTS ANTOFINE phenanthrene-9-carboxyaldehyde synthesis Heck reaction
Indexed ByCSCD
Language英语
CSCD IDCSCD:3370636
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Document Type期刊论文
Identifierhttp://ir.imr.ac.cn/handle/321006/155268
Collection中国科学院金属研究所
Affiliation1.中国科学院金属研究所
2.Seoul Natl University, Coll Pharm, Seoul 151742, South Korea
Recommended Citation
GB/T 7714
Song Yanling,Zhai Xin,Sun Zhifeng,et al. Synthesis of 3-benzyloxy-6-methyl-7-methoxyphenanthrene-9-carboxaldehyde with utilize intramolecular Heck reaction as the key step[J]. CHEMICAL RESEARCH IN CHINESE UNIVERSITIES,2008,24(4):445-448.
APA Song Yanling,Zhai Xin,Sun Zhifeng,Kim Sanghee,&Gong Ping.(2008).Synthesis of 3-benzyloxy-6-methyl-7-methoxyphenanthrene-9-carboxaldehyde with utilize intramolecular Heck reaction as the key step.CHEMICAL RESEARCH IN CHINESE UNIVERSITIES,24(4),445-448.
MLA Song Yanling,et al."Synthesis of 3-benzyloxy-6-methyl-7-methoxyphenanthrene-9-carboxaldehyde with utilize intramolecular Heck reaction as the key step".CHEMICAL RESEARCH IN CHINESE UNIVERSITIES 24.4(2008):445-448.
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