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Gold-Catalyzed Cascade Reactions of Furan-ynes with External Nucleophiles Consisting of a 1,2-Rearrangement: Straightforward Synthesis of Multi-Substituted Benzo[b]furans
Alternative Title涉及1,2-迁移过程的呋喃/炔与亲核试剂的金催化串联环化反应: 多取代苯并[b]呋喃的合成
Sun N(孙宁); Jie X(解鑫); Liu YH(刘元红)
2014
Source PublicationChem.-Eur. J.
Volume20Issue:24Pages:7514-7519
AbstractA gold-catalyzed cycloisomerization of silyl-protected 2-(1-alkynyl)-2-alken-1-(2-furanyl)-1-ols with various nucleophiles including water, alcohol, aniline, sulfonamide, and electron-rich arene has been developed. The method provides a highly efficient access to 5,7-disubstituted or 2,5,7-trisubstituted benzo[b]furans with a wide diversity of substituents under mild reaction conditions, which are not easily available by other methods. Remarkably, an interesting rearrangement of the alkyl group from C2 to the C3 position of the furan ring takes place during the cyclization process. The following gold-assisted allylic substitution enables an elaboration of benzo[b]furans on its side chain of the C5 position with a wide range of functional groups.
Subject Area金属有机化学
DOI10.1002/chem.201400112
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Indexed BySCI
Language英语
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Cited Times:17[WOS]   [WOS Record]     [Related Records in WOS]
Document Type期刊论文
Identifierhttp://ir.sioc.ac.cn/handle/331003/39073
Collection金属有机化学国家重点实验室
Corresponding AuthorLiu YH(刘元红)
Affiliation中科院上海有机化学研究所
Recommended Citation
GB/T 7714
Sun N,Jie X,Liu YH. Gold-Catalyzed Cascade Reactions of Furan-ynes with External Nucleophiles Consisting of a 1,2-Rearrangement: Straightforward Synthesis of Multi-Substituted Benzo[b]furans[J]. Chem.-Eur. J.,2014,20(24):7514-7519.
APA 孙宁,解鑫,&刘元红.(2014).Gold-Catalyzed Cascade Reactions of Furan-ynes with External Nucleophiles Consisting of a 1,2-Rearrangement: Straightforward Synthesis of Multi-Substituted Benzo[b]furans.Chem.-Eur. J.,20(24),7514-7519.
MLA 孙宁,et al."Gold-Catalyzed Cascade Reactions of Furan-ynes with External Nucleophiles Consisting of a 1,2-Rearrangement: Straightforward Synthesis of Multi-Substituted Benzo[b]furans".Chem.-Eur. J. 20.24(2014):7514-7519.
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