Synthesis of 3-benzyloxy-6-methyl-7-methoxyphenanthrene-9-carboxaldehyde with utilize intramolecular Heck reaction as the key step | |
Alternative Title | Synthesis 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 Publication | CHEMICAL RESEARCH IN CHINESE UNIVERSITIES
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ISSN | 1005-9040 |
Volume | 24Issue:4Pages:445-448 |
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-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 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-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. |
Keyword | TETRAALKYLAMMONIUM SALTS ANTOFINE phenanthrene-9-carboxyaldehyde synthesis Heck reaction |
Indexed By | CSCD |
Language | 英语 |
CSCD ID | CSCD:3370636 |
Citation statistics | |
Document Type | 期刊论文 |
Identifier | http://ir.imr.ac.cn/handle/321006/155271 |
Collection | 中国科学院金属研究所 |
Affiliation | 1.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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