Iron(iii)-catalyzed arylation of spiro-epoxyoxindoles with phenols/naphthols towards the synthesis of spirocyclic oxindoles
文献类型：期刊论文
| 作者 | Luo, Mupeng1,2,3; Yuan, Rongju1,2,3; Liu, Xuesong1; Yu, Linqian1; Wei, Wanguo1,2,3 |
| 刊名 | Chemistry-a european journal
 |
| 出版日期 | 2016-07-04 |
| 卷号 | 22期号:28页码:9797-9803 |
| 关键词 | Cyclization Epoxide Iron Oxindole Spiro compounds |
| ISSN号 | 0947-6539 |
| DOI | 10.1002/chem.201601185 |
| 通讯作者 | Wei, wanguo(weiwg@sari.ac.cn) |
| 英文摘要 | An efficient and highly regioselective iron(iii)-catalyzed friedel-crafts-type arylation of spiro-epoxyoxindoles with phenols was developed for rapid access to 3-(3-indolyl)-oxindole-3-methanols, which could be further elaborated into benzofuranyl-spirooxindoles under mitsunobu conditions. when spiro-epoxyoxindoles were reacted with naphthols in the presence of a catalytic amount of fecl3 center dot 6h(2)o in dichloromethane, they underwent a tandem friedel-crafts-type arylation and o-cyclization to yield novel naphthofuranyl-spirooxindoles in excellent yields. this method is applied to enable the efficient and highly regioselective synthesis of a small-molecule inhibitor of the sodium channel na(v)1.7 (+/-)-xen402, which is currently in a phase iib clinical trial for the treatment of pain. |
| WOS关键词 | ENANTIOSELECTIVE TOTAL-SYNTHESIS ; GROWTH-HORMONE SECRETAGOGUES ; GARDNERIA-MULTIFLORA MAKINO ; RING-OPENING REACTIONS ; LEWIS-ACID ; DIASTEREOSELECTIVE SYNTHESIS ; ASYMMETRIC-SYNTHESIS ; RADICAL ARYLATION ; 3+2 CYCLOADDITION ; INDOLE ALKALOIDS |
| WOS研究方向 | Chemistry |
| WOS类目 | Chemistry, Multidisciplinary |
| 语种 | 英语 |
| WOS记录号 | WOS:000380271400046 |
| 出版者 | WILEY-V C H VERLAG GMBH |
| URI标识 | http://www.irgrid.ac.cn/handle/1471x/2374476 |
| 专题 | 中国科学院大学 |
| 通讯作者 | Wei, Wanguo |
| 作者单位 | 1.Chinese Acad Sci, Shanghai Adv Res Inst, 99 Haike Rd, Shanghai 201210, Peoples R China 2.Univ Chinese Acad Sci, Beijing 100049, Peoples R China 3.ShanghaiTech Univ, Sch Life Sci & Technol, 100 Haike Rd, Shanghai 201210, Peoples R China |
| 推荐引用方式 GB/T 7714 | Luo, Mupeng,Yuan, Rongju,Liu, Xuesong,et al. Iron(iii)-catalyzed arylation of spiro-epoxyoxindoles with phenols/naphthols towards the synthesis of spirocyclic oxindoles[J]. Chemistry-a european journal,2016,22(28):9797-9803. |
| APA | Luo, Mupeng,Yuan, Rongju,Liu, Xuesong,Yu, Linqian,&Wei, Wanguo.(2016).Iron(iii)-catalyzed arylation of spiro-epoxyoxindoles with phenols/naphthols towards the synthesis of spirocyclic oxindoles.Chemistry-a european journal,22(28),9797-9803. |
| MLA | Luo, Mupeng,et al."Iron(iii)-catalyzed arylation of spiro-epoxyoxindoles with phenols/naphthols towards the synthesis of spirocyclic oxindoles".Chemistry-a european journal 22.28(2016):9797-9803. |
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来源：中国科学院大学
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