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Copper(I)-Catalyzed A(3)-Coupling Based Reaction of Alkynes, Aldehydes, and Amines: An Efficient Approach to 2,5-Polysubstituted Dihydrofurans and 2,5-Disubstituted Furans
Alternative Title亚铜催化的炔、醛、胺的A3偶联反应: 一种有效合成2,5-多取代的二氢呋喃和2,5-二取代呋喃的方法
Fan W(范武)1; Ma SM(麻生明)1
2015
Source PublicationEur. J. Org. Chem.
Issue16Pages:3531-3539
AbstractAn efficient and practical A(3)-coupling based reaction that gives a variety of 2,5-polysubstituted dihydrofurans and 2,5-disubstituted furan derivatives has been developed. This domino copper-catalyzed three-component coupling reaction of propargylic alcohol, ethyl glyoxalate, and an amine affords a propargylic amine intermediate, which undergoes an alkyne-allene isomerization followed by a cyclization to yield the dihydrofuran. Upon treatment with CH3I and base, the latter was smoothly converted into a 2,5-disubstituted furan. Alternatively, the furan derivatives can be directly prepared by a two-step reaction sequence.
Subtype论文
Subject Area金属有机化学
DOI10.1002/ejoc.201500209
URL查看原文
Indexed BySCI
Language英语
WOS IDWOS:000355265000016
Citation statistics
Cited Times:11[WOS]   [WOS Record]     [Related Records in WOS]
Document Type期刊论文
Identifierhttp://ir.sioc.ac.cn/handle/331003/39601
Collection金属有机化学国家重点实验室
Corresponding AuthorMa SM(麻生明)
Affiliation1.华东师范大学
2.中科院上海有机化学研究所, 金属有机化学国家重点实验室
Recommended Citation
GB/T 7714
Fan W,Ma SM. Copper(I)-Catalyzed A(3)-Coupling Based Reaction of Alkynes, Aldehydes, and Amines: An Efficient Approach to 2,5-Polysubstituted Dihydrofurans and 2,5-Disubstituted Furans[J]. Eur. J. Org. Chem.,2015(16):3531-3539.
APA 范武,&麻生明.(2015).Copper(I)-Catalyzed A(3)-Coupling Based Reaction of Alkynes, Aldehydes, and Amines: An Efficient Approach to 2,5-Polysubstituted Dihydrofurans and 2,5-Disubstituted Furans.Eur. J. Org. Chem.(16),3531-3539.
MLA 范武,et al."Copper(I)-Catalyzed A(3)-Coupling Based Reaction of Alkynes, Aldehydes, and Amines: An Efficient Approach to 2,5-Polysubstituted Dihydrofurans and 2,5-Disubstituted Furans".Eur. J. Org. Chem. .16(2015):3531-3539.
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