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	Iron(iii)-catalyzed arylation of spiro-epoxyoxindoles with phenols/naphthols towards the synthesis of spirocyclic oxindoles
	Luo, Mupeng1,2,3; Yuan, Rongju1,2,3; Liu, Xuesong1; Yu, Linqian1; Wei, Wanguo1,2,3
刊名	Chemistry-a european journal
	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
出版者	WILEY-V C H VERLAG GMBH
WOS记录号	WOS:000380271400046
内容类型	期刊论文
URI标识	http://www.corc.org.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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