A study in indol-2-yl carbinol chemistry and the application for the total synthesis of mersicarpine
文献类型：期刊论文
| 作者 | Zhong, Xue1,2; Qi, Shuai1,2; Li, You1; Zhang, Jing1,2; Han, Fu -She1,3 |
| 刊名 | Tetrahedron
 |
| 出版日期 | 2015-06-03 |
| 卷号 | 71期号:22页码:3734-3740 |
| 关键词 | Indole alkaloid Mersicarpine Indolyl carbinol Polycyclic indole Quaternary carbon |
| ISSN号 | 0040-4020 |
| DOI | 10.1016/j.tet.2014.07.095 |
| 通讯作者 | Han, fu -she(fshan@ciac.ac.cn) |
| 英文摘要 | We present an efficient protocol for the lewis acid-catalyzed reaction of indol-2-yl carbinols with various pi-nucleophiles including the heteroarenes such as indole, pyrrole, furan, as well as the silyl vinyl ethers. most importantly, the precise use of this protocol enabled us to establish a very concise and practical route for the total synthesis of (+/-)-mersicarpine in eight linear steps with ca. 14% overall yield from commercially available indole and succinic anhydride. moreover, the method developed herein would be broadly applicable for the diverse synthesis of a number of structurally intriguing indole alkaloids as well as biologically interesting hetero-triarylmethanes. (c) 2014 elsevier ltd. all rights reserved. |
| WOS关键词 | INDUCE APOPTOSIS ; INDOLE ALKALOIDS ; CANCER CELLS ; 1,1-BIS(3'-INDOLYL)-1-(P-SUBSTITUTED PHENYL)METHANES ; FORMAL SYNTHESIS ; INHIBIT GROWTH ; GAMMA AGONISTS ; LEUCONOXINE ; (+/-)-MERSICARPINE ; (-)-MERSICARPINE |
| WOS研究方向 | Chemistry |
| WOS类目 | Chemistry, Organic |
| 语种 | 英语 |
| WOS记录号 | WOS:000355051000024 |
| 出版者 | PERGAMON-ELSEVIER SCIENCE LTD |
| URI标识 | http://www.irgrid.ac.cn/handle/1471x/2376542 |
| 专题 | 中国科学院大学 |
| 通讯作者 | Han, Fu -She |
| 作者单位 | 1.Chinese Acad Sci, Changchun Inst Appl Chem, Changchun 130022, Jilin, Peoples R China 2.Univ Chinese Acad Sci, Beijing 100864, Peoples R China 3.Chinese Acad Sci, Shanghai Inst Organ Chem, Key Lab Synthet Chem Nat Subst, Shanghai 200032, Peoples R China |
| 推荐引用方式 GB/T 7714 | Zhong, Xue,Qi, Shuai,Li, You,et al. A study in indol-2-yl carbinol chemistry and the application for the total synthesis of mersicarpine[J]. Tetrahedron,2015,71(22):3734-3740. |
| APA | Zhong, Xue,Qi, Shuai,Li, You,Zhang, Jing,&Han, Fu -She.(2015).A study in indol-2-yl carbinol chemistry and the application for the total synthesis of mersicarpine.Tetrahedron,71(22),3734-3740. |
| MLA | Zhong, Xue,et al."A study in indol-2-yl carbinol chemistry and the application for the total synthesis of mersicarpine".Tetrahedron 71.22(2015):3734-3740. |
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来源：中国科学院大学
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